AU2013276965A1 - Method of controlling pests - Google Patents

Abstract

Abs t r act The present invention relates to a method of controlling weeds in a crop field, the method including treating the crop 5 field with crystal of flumioxazin described in the cci fi cation, before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more compounds selected from the 10 following group B; Group B: neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nemat icidal compounds, azole type compounds, 15 strobilurin type compounds, metalaxyl. type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators. According to the method of controlling pests of the present invention, weeds in clop fields can be ef ficiently 20 controlled.

Description

ORIGINAL COMPLETE SPECIFICATION STANDARD PATENT Invention Title Method of controlling pests The following statement is a full description of this invention, including the best method of performing it known to me/us: 5102 S341836 BACKGROUND OF THE INVENTION Field of the Invention 5 0001] The present invention relates to a pest control method, that is, a method of controlling pests such as harmful arthropod pests, nematodes, plant pathogens, and/or weeds. 10 Description f the Related Art [0002] Various compounds are known as effective components for insecticides, nematicides, cr fungicides. Also, flumioxazin is known as an effective component for herbicides. 15 Prior Art Literature Patent Literature Patent Literature 1: US Paten[ No. 3799758 Non-Patent Literatures 20 Non-Patent Literature I: Cron Protection Handbook, vol. 98 (2012) Meister Publishing Company, ISBN: 1-892829-25-8) Non-Patent Literature 2: Compendiura of Pesticide Coirmnon Names (http: //www. alanwood. net/pesticides/) 25 SUMMARY OF THE INVENTION la S34186 [0003] It is an object of the present invention to provide a method for producing an excellent ef fect on pest control in crop fiel ds. 5 [0004) The present invention relates to a method of controlling pests grown in a crop field by treating the crop field with zlumioxazin constituted of a specific crystal structure before sowing or planting, at the same time of sowing or planting, or 10 after sowing or planting crop seeds or vegetative organs such as tubers, bulbs 1 , or stem fragments which are treated with one or more specific insecticidal compounds, nematicidal compounds, or fungicidal compounds. The present invention is as follows. 15 [00051 [1] A method of controlling weeds in a crop field, the method including treating the crop field with crystal of flumioxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting crop seeds or 20 vegetative organs such as tubers, bulbs, or stem fragments which are treated with one or more compounds selected from the following group B; Group B: noonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, 25 biological nematicidal compounds, other insecticidal 2 S341 86 compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other funJ. gicidal compounds and plant growth regulators, 5 wherein the crystal of flumioxazin is one or more selected from the group consisting of 1" crystal, 2 crystal, 3C crystal, 4 L' crystal, 5" crystal, 6 crystal and 7" crystal, each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 20 values (') shown 10 in the corresponding right column of Table 1, Table I 29 value 1L crystal 7.5 .1, 11,9I1, 9 1 5.3f 2 d crystal 8,7±0.1, 9.4±0.1, 14.7±0.1, 18.8±0.1 3" crystal 7.7±0.1, 10.9±0.1, 13.5±0.1 14.6±0, 1, 15.010. 4 crystal 7.7 , ,1, 10.7±0.1, 13.4±0.1, 14.3±0.1, 14.8±0.1 5! crystal '.5± 0,, 10.3±0.1, 10.9±0.1, 13.2±0.1 6 crystal 7.7±0.1, 8.6±0.1, 11.0±0.1, 13.210,1, 14,7±0.1, 15.1±0.1 7 r crystal 14.5 ,1, 18.7±0.1 L006] 121 A method of controlling pests in a crop field, the 15 method including the steps of: treating crop seeds or vegetative organs such as tubers, 3 G 3413 bulbs, or stem 1 fragients with one or more compounds selected from the group B: neonicotinoid type compounds, diamide type compounds, carbarate type compounds, organic phosphorous type compounds, biological l neraticidal compounds, other 5 insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators; and treating the crop field with crystal of flumioxazin, 10 before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with the compounds of the group B, wherein the crystal of flumioxazin is one or more selected 15 from the group consisting of 14 crysLal, 24' crystal, 3" crystal, 4' crystal, St crystal, 6* crystal and 7" crystal, each of the crystals showing a powder X-Ray diffraction pattern which has diffraction peaks with 20 values (*) shown in the corresponding right column of Table 1, 20 S34186 Table 1 28 value () 1 crystal 7.5±0.1, 11.9±0.1, 15.3f0.1 2nd crystal .7±0, 1, 9.4±0.1, 14.7±0.1, 3d crystal 7.7±0.1, 10.9±0.1, 13.5±0.1, 14,6±0.1 15.0±0.1 ______---------------1 . ± 4 " crystal 7.7±0.1, 10.7±0.1, 13.4±0.1, 14.3±0.1, 14.8i0.1 5 , crystal 5.5±0.1, 10.3±0.1, 10.9±0.1, 13.2±0.1 6"' crystal 7.7±0.1, 8.6±0.1, 11.0±0.1, 13.2±0.1, 14.7±0.1, 15.1 0.1, 7 W crystal 14.5±0.1, 18.7±0.1 [0007] 3 - The control method according to [1] or [2] wherein 5 the group B is the following compounds: group B: B-1. neonicotinoid type compounds: clothianidin, thiamethoxam, imidacloprid, dinotefuran, nitenpyram, acetamiprid, and thiacloprid; 10 diamide type compounds: flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I): 5 334186 Br Br0 N NC~ Nj~6 BrO A N cl p0 HN B-2. carbamate type compounds: aldicarb, oxamyl, thiodicarb, carbofuran, carbosul fan, and dimethoate; B-3. organic phosphorous type compounds: fenamiphos, 5 imicyafos, fensulfothion, terbufos, fosthiazate, phosphocarb, dichlofenthion, isamidofos, isazophos, ethoprophos, cadusafos, chlorpyrifos, Iheterofos, mecarphon, phorate, thionazn, triazophos, diamidatos, fosthietan, and phosphamidon; B-4. biological nematicidal compounds: Harpin Protein, 10 Pasteuria nishizawae, Pasteuria penetrans, Mvrothecium verrucaria, Burholderia cepa cia, Bacillus chitonosporus, Paecilomyces lilacinus, Bacillus amylioiiquefaciens, Bacillus firmus, Bacillus subtillis, Bacillus pumulis, Trichoderm1a harzianum, Hirsutella rhossiliensis, Hirsute11a minnesotensis, 15 Verticillium chlanydosporum, and Arthrobotrys dactyloides; B-5. other insecticidal compounds and nematicidal compounds: fiproni l, ethiprole, sul foxaflor, f iupyradi furone, beta-cyfluthrin, tefluthrin, chlorpyrifos, abamectin, spirotetramat, and fluensulfone; 20 B-6. azole type compounds: azaconazole, bitertanol, 6 S34186 broimuconazole, cyproconazole, diphenoconazole, diniconazole, epoxyconazole, fenbuconazole, fluqurnconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, mycrobutanil, penconazole, propiconazole, 5 prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimenol, triticonazole, fenarinol, nuarimol, pyrifenox, imazalil, oxpoconazole-fumarate, pefurazoate, prochloraz, and triflumizol; B-7. strobilurin type compounds: kresoxirm--methyl, 10 azoxystrobin, tri-floxystrobin, flucxastrobin, picoxystrobin, pyraclostrobin, dimoxystrobin, pyribencarb, metominostrobin, orysastrobin, and N-methyl-2- [2- (2, 5-dimethyphenoxy) methyl phenyl-2-methoxy acetamide (racemic or enantiomer, con tainq a mi xture of 15 R-enantiomer and S-enantiomer (optional ratio)); B-8. metal axyl type compounds; metalaxyl and mnetalaxyl-M4; B-9. SDHI compounds: sedaxane, penfluten, carboxin, boscalid, furam etpyr, flutolanil, fluxapyroxad, isopyrazam, 20 fluopyram, and thifluzamide; B-10. other fungicidal compounds: tolclophos-methyl, thiram, Captan, carbendazim, thiophanate-rmethyi, mancozeb, Chiabendazole, isotianil, triazoxide, (RS)-2-methoxy-N-methvl-2- [a- (2, 5-xylyloxy) -o-tolyl ]acetam 25 ide, fludioxonil, ethaboxam, S34186 3-chloro-5-phenyl-6-methyl-4- (2, 6-difluorophenyl) pyridazine, 3-cyano-5-phenyl-6-methyi-4- (2, 6-difluoropz-henyl) pyridazine, and N-(1, 1, 3-trimethyindan4-yl) -1-methyl-3-difluormethylpyra 5 zole-4-carboxylic acid aimide (racemnic or enantiomter, containing a mixture of R-enant omer and S-enantiomer (optional ratio) ; and B-1i. plant growth inhibitors: ethephon, chiormequat-chlorlde, mepiquat-chloride, and 10 4 -oxo-4 - (2 -phenylethyl) arinobutyric acid. [0008] [4] The control method according to any one of [1] to [3], wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or 15 vegetables. [000 9] [5] The control method according to any one of [2] to [4], wherein the pests are weeds and/or arthropods and/or plant pathogens. 20 [0010] 6] The control method according to any one of [2] to [4], wherein the pests are weeds, [0011] Pests in crop fields can be controlled by the method of 25 controlling pests ac-cording to the present invention. 8 934186 DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS [00 12] A method of controlling pets according to the present 5 Invention (hereinafter referred to as a method of the present i-nvention) includes the steps of: (1) treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with one or more compounds selected from the group B consisting of specific insecticidal 10 compounds, nematicidal compounds, and funqicidal compounds; and (2) treating a crop field with crystal of flumioxazin, before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs S uch as tubers, bulbs, or stem fragments which are trea Led with the compounds of the group B, whereing the crystal of flumioxazin is one or more selected from the group consisting of 1 crystal, 2" crystal, 3" crystal, 4 crystal, 5 " crystal, 6 ii crystal and '7 crystal, 20 each of the crystals showing a powder X-Ray diffraction pattern which has di.ffraction peaks with 20 values (*) shown in the corresponding right column of Table 1, 9 934186 Table I 20 value (*) 1t crystal 5±0,1, 11.9i0.1, 15.3i0m1 2"D crystal 8.70.1, 9.4±0.1, 14.7±0.1, ___ ___ ___ ___ ___ i1 88 0,1 _ _ _ _ 3"' crystal 7i.1, 10.9±0.1, 13.5±0.1, 14 6±0, 15.0±0.1 4V crvstal 7.710.1 10.7±C.1, 13.4±0.1, 14. 3±0.1, 14.8±0.1 5th crystal 5.50.1, 10.3±0,1, 10.9±0.1, 13.2±0.1 _____ ___ 6 th crystal 7.7i.1, 8.6±0.1, 11.0±0 132i0.1, 14.7i0.1, 15.1±0 1 7 crystal 14 5± 0.12,18.7±0. Hereinafter, the crystal of flumioxazin is reffered to as "' crystal of flumioxazin, 2'A crystal of flumioxazin, 3" 5 crystal of flumioxazin, 4 0 crystal of flumioxazin, 5 th crystal of flumioxazin, 61 crystal of filumioxazin and 7" crystal of flumnioxazin, respectively ", 0013 3 Examples of the crops to which the method of the present 10 invention is applied include food crops such as soybean, corn, cotton, wheat, barley, rye, triticale, rice, peanut, common bean, lima bean, azuki bean, cowpeas, mung bean, black lentil, scarlet runner bean, vi gna umbellate, moth bean, tepary bean, broad bean, pea, garbanzo bean, lentil, lupine, pigeon pea, and 15 potato; forage crops such as sorghum, oat, and alfalfa; industrial crops such as sugar beet, sunflower, rapeseed, and 10 S34 186 sugar cane; and garden crops such as Solanaceae vegetables (for example, eggplant, tomato, green pepper, bell pepper, and hot pepper) , Cucurbitaceae vegetables (for example, cucumber, pumpkin, zucchini, watermelon, and melon), Cruciferous 5 vegetables (for example, Japanese radish, turnip, horse radish, kohlrabi, Chinese cabbage, cabbage, brown mustard, broccoli, and cauliflower), Compositae vegetables (for example, burdock, garland chrysanthemum, artichoke, and lettuce), Liliaceae vegetables (for example, Welsh onion, onion, garlic, asparagus), 10 Umbelliferae vegetables (carrot, parsley, celery, and parsnip) Chenopodiaceae vegetables (for example, spinach and Swiss chard), Labiatae vegetables (for example, Japanese mint, mint, basil, and lavender) , strawberry, sweet potato, yam, and aroid. [0014] 15 The method of the present invention is applied particularly to soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables. [0015) When the method of the present invention is applied to 20 sugar cane, stem fragments cut so as to have one stalk may be used as the stem fxagment of sugar cane, or stem fragments having a size of 2 cm to 1S cm may be used in the cultivation of sugar cane. Sugar cane cul tivat ion methods using such stem fragments are publicly known. (WO 09/0000398, WO) 09/000399, WO 09/000400, 25 WO 09/000401, and WO 09/000402) and performed under the brand 11 S 341 86 name of Plene (trademark). 001 61 The above crops include plants to which resistance to Protoporphyrinogen IX oxidase inhibitors such as flumioxazin; 5 4-hydroxyphenylpyrubi c acid dioxygenase inhibitors such as isoxaflutole; acetolactic acid syntbase inhibitors such as imazethapyr and thifensulfuron-methyl; 5-enolvruvvl shiki ma te- 3-pho ric acid synthase inhibitors such as glyphosate; glutamine synthetase inhibitors such as 10 glufosinate; auxin type herbicides such as 2, 4-D arid dicamaba; and herbicides such as bromoxinyl are imparted by classical breeding methods or genetic modification technologies. [00117] As examples of crops to which resistance has been imparted 15 by classical breeding methods, corn resistant to imidazolinone type acetolactic acid synthase inhibitory herbicides such as itazethapyr is given and has already been commercially available under the trade name of Clearfield (trademark). Examples of such crops include STS soybeans resistant to 20 sulfonylurea type acetolactic acid synthase inhibitory herbicides such as thifensulfturon-methvl. Similarly, examples of a plant to which resistance to an acetyl CoA carboxylase inhibitor such as trione oxime-based or aryloxyphenoxypropionic acid-based herbicide has been 25 imparted by classical breeding methods include SR corn. 12 S 3418 6 Examples of a plant to which resistance has been imparted by genetic modification technologies include corn, soybeans and cotton resistant to glyphosate, and they have already been commercially available under the trade names of RoundupReady 5 (registered trade mark), Agrisure (registered trademark) GT, Gly--Tol (registered trademark) and the like. Similarly, there are corn, soybeans and cotton resistant to glufosinate by genetic modification technologies, and they have already been commerciallv available under the trade names of LibertyLink 0 (registered trademark) and the like. There are varieties of corn and soybeans under the trade names of Optimum (registered trademark) GAT (registered trade mark) , which are resistant to Doth of glyphosate and acetolactic acid synthase inhibitor. Similarly, there are soybeans resistant to imidazolinone type 15 acetolactic acid synthase inhibitors by genetic modification technologies, and they have been developed under the name of Cultivance. Similarly, there is cotton resistant to bromroxynil by genetic modification technologies, and this has already been commercially available under the trade name of BXN 23 (regist ered trademark) . Similarly, there is a variety of soybean sold under the trade name of RoundupReady (registered trademark) 2 Xtend as a soybean resistant to both of glyphosate and dicamba by genetic modification technologies. Similarly, there has been developed cotton resistant to both of g yphosate 25 and dicamba by genetic modification technologies. 13 S 34186 A gene encoding aryloxyalkanoate dioxygenase may be introduced to produce a crop which becomes resistant to phenoxy acid type herbicides such as 2, 4-D, MCPA, dichlorprop and mecoprop, and aryloxyphenoxypropionic acid type herbicides 5 such as quizalofop, haloxyfop, fluazifop, diciofop, fenoxaprop, metamifop, cyhalofop and clodinafop (Wright et al. 2010: Proceedings of National Academy of Science. 107 (47) : 20240-20245) , Cultivars of soybean and cotton, which show the resistance to 2,4-D, have been developed under the brand of 10 Enlist. [0018] A gene encoding a 4-hydroxyphenyl pyruvic acid dioxygenase (hereinatter referred to as HERD) inhibitor, the gene having resistance to HPPD, may be introduced to create a 15 plant resistant to a HPPD inhibitor (US2004/00.58427) .A gene capable of synthesizing homogentisic acid which is a product of HPPD in a separate metabolic pathway even if HPPD is inhibited by a HPPD inhibitor is introduced, with the result that a plant having resistCance to the HPPD inhibitor can be created 20 (WO02/036787) . A gene expressing excess HPPD may be introduced to produce HPPD In such an amount as no t to adversely affect the growth of plants even in the presence of a PRPD inhibitor, with the result that a plant having resistance to the HPPD inhibitor can be created (W096/38567) , Besides introduction 25 of the gene expressing excess HPPD, a gene encoding prephenate 14 S34186 dehydrogenase is introduced in order to increase the yield of p-hydroxyphenyl pyruvic acid which is a substrate of HPPD to create a plant having resistance to the 1HPPD inhibitor (Rippert P et. al., 2004 Engineering plant shikimate pathway for 5 production of tocotrienol and improving herbicide resistance. Plant Phys io, 134; 92-100 ) [00191 Examples of a method of producing crops resistant to herbicides include, other than the above, the gene introducing 10 methods described in W098/20144, W02002/46387, and UP2005/0246800. [0020] The above crops include, for example, crops which can synthesize selective toxins and the like known as Lhe genus 15 Bacillus by using genetic modification technologies. Examples of the toxins developed in such genetically modified plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae; 6-endotoxins such as CrylAb, CrylAc, C(IrylF, CrylFa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, 20 Cry34, and Cry35ab derived from Bacillus thuringiensis; insecticidal proteins such as VTI, VIP2, V1P3, and VIP3A; insecticidal proteins derived from nematodes; toxins produced by animals such as scorpion toxins, spider toxins, bee toxins, and neurotoxins specific to insects; filamentous fungus toxins; 25 plant lectins; agglutinin; trypsin inhibitors, seine proLease 15 S34186 inhibitors, and protease inhibitors such as pat: attn, cystatin, and papain inhibitors; ribosome inactivating proteins (RIP' suci as lysine, corn-RIP, abrin, lufin, saporin, and bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, 5 ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel and calcium channel. inhibitors; juvenile hormone esterase; diuretic hormone receptors; stilbene synthase; bibenzyl synthase; chitinase; 10 and glucanase. The toxins expressed in these transgenic plants include hybrid toxins, partially deficient toxins and modified toxins , which derive from 6-endotoxin proteins such as CrylAb, CrylAc, CrylF, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bbl, Cry9C, Cry34Ab and 15 Cry35Ab, and insecticidal proteins such as VIP1, VIP2, VP;3 and VIP3A. The hybrid toxins are created by new combinations of domains having different proteins by using genetic modi fication technologies. As the partially defective toxins, CrylA in which part of the arino acid sequences is missing is 20 known. In the modified toxin, one or more of amino acids of a natural type toxin is replaced. Examples of these toxins and genetically modified plants capable of synthesizing these toxins are described in, for example, EP-A-037 4753, WC 93/07278, WO 95/34656, EP--A-0427529, EP-A- 4518~3, and WO 03/052073. 25 Resistance to noxious insects belonging to order Coleoptera, 16 S34186 order Diptera, and order Lepidoptera is imparted to plants by toxins contained in these genetically modified plants. Also, genetically modified plants which contain one or more insecticidal genes resistant to harmful insects and 5 develop one or more toxins have been already known and some of these plants have been put on the market. Examples of these genetically modified plants include YieldGard (registered trademark) (corn variety expressing CrylAb toxin), YieldGard Rootworm (registered trademark) (corn variety expressing 10 Cry3Bb1 toxin), YieldGard Plus (registered trademark) (corn variety expressing CrylAh and Cry3BbI toxins), Herculex I rregistered trademark) (corn variety expressing phosphinothricin N-acetyltransferase (PAT) for imparting resistance to a CrylFa2 toxin and glufosinate), NatureGard 15 (registered trademark) , AGRISURE (registered trademark) CE Advantage (Btll corn borer (CB) trait) , Protecta (registered trademark) ; and the like. Also, genetically modified cotton which contains one or more insecticidal genes resistant to harmful insects and 20 develops one or more toxins has been already known and some of cotton have been put on the market. Examples of these genetically mod fied cotton include Bo lGard (registered trademark) (cotton variety expressing CrylAc toxin), BollGard (registered trademark) 1I (cotton variety expressing CrylAc and 25 Cry2Ab toxins), Bolluard (registered trademark) III (cotton 1 '7 S34186 variety expressing CryiAc, Cry2Ab and VIP3A toxins) , VipCot (registe red trademark) (cotton variety expressing VIP3A and CrylAb toxins), WideStrike (registered trademark) (cotton variety expressing CrylAc and CrylF toxins) and the like. 5 Examples of the plant used in the present invention also include plants such as soybeans inLo which a RagI (Resistance Aphid Gene 1) gene is introduced to impart resistance to an aphid. The plants to be used in the present invention include 10 those provided with resistance to nematodes by using a classical breeding method or genetic modification technologies. Examples of the genetic modification technologies used to provide the resistance to nematodes include RNAi. [00211 15 The above crops include those to which the ability to produce antipathogenic substances having a selective effect is imparted using genetic modification technologies. For example, PR proteins are known as an example of the antipathogenic substance (PRPs, EP-A-0392225) . Such antipathogenic 20 substances and genetically modified plants producing these antipathogenic substances are described in, for example, FP-A-0392225, WO 95/33818, and EP-A-0353191. Examples of the antipathocenic substances developed in such genetically modified plants include ion channel inhibitors such as a sodium 25 channel inhibitor and calcium channel inhibitor (KPl, KP4, and 18 S34186 KP6 Loxins produced by virus are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; PR protein; an Lipathogenic substances produced by microorganisms such as peptide antibiotics, antibiotics having a heteroring, and a 5 protein factor (referred to as a plant disease resistant gene and described in WO 03/000906) relating to plant disease resistance. The above crops include plants to which useful traits such as an oil component reformation and amino acid-content 10 reinforcing trait are given by genetic modification technologies. Examples of these plants include VISTIVE (trademark) (low linolenic soybean having a reduced linolenic content), high-lysine (high oil) corn (corn having an increased ysine or oil content) and the like. 15 Moreover, the above crops include stuck varieties obtained by combining two or more useful traits such as the above classical herbicide trait or herbicide resistant gene, gene resistant to insecticidal noxious insects, antipathogenic substance-producing gene, oil component reformation, amino 20 acid-content reinforcing trait, and allergen reduction trait. [0022] In the method of the present invention, examples of the compounds of the group B including specific insecticidal compounds, nematicidal compounds, fungicidal compounds, or 25 plant growth regulators used to treat crop seeds or vegetative i LQ S34186 organs such as tubers, bulbs, or stem fragments include neonicotinoid type compounds, diamide type compounds, carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal 5 compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth regulators. [00231 10 Examples of the neonicotinoid type compounds in the present invention include the followings: clothianidin, imidacloprid, nitenpyram, acetamiprid, thiamethoxam, thiacloprid, and dinotefuran. [0024] 15 Examples of the diamide type compounds in the present invention include the followings; flubendiamide, chlorantraniliprole, cyantraniliprole, and compounds represented by the formula (I): Br O N Br NH N I\\ C I I (I0 HN -CH3 20 [00251 20 S34186 Examples of the carbamate type compounds in the present invention include the followings: aldicarb, oxamyl, thiodicarb, carbofuran, carbosulfan, and dimethoate. 5 F0026] Examples of the organic phosphorous type compounds in the present invention include the followings: fenamiphos, imicyafos, fensu lfothion, terbufos, fosthiazate, phosphocarb, dichlo fenthion, isamidofos, 10 isazophos, ethoprophos, cadusafos, chlorpyrifos, heterofos, mecarphon, phorate, thionazin, triazophos, diamidafos, fosthietan, and phosphamidon. Examples of the biological nematicidal compounds in the 15 present invention include the followings: Harpin Protein, Pasteuria nishizawae, Pasteuria penetrans, Pasteuria usage, Myrothecium verrucaria, Burholderia cepacia, Bacil.lus chitonosporus, Paecilomyces lilacinus, Bacillus amyloliquefaciens, Bacillus firmus, 20 Bacillus subtillis, Bacillus pumulis, Trichoderma hazianurm, Hi rsutella rhossiliensis, Hirsutella minnesotensis, Verticillium chilamydosporum, and Arthrobotrys dactyloides. [0028] Examples of the other insecticidal compounds and 25 nematicidal compounds in the present invention include the 21 S34186 followings: fipronil, ethiprole, flupyradifurone, sulfoxaflor, beta-cvfluthrin, tef luthrin, chliorpyrifos, abamectin, spirotetramat, and fluensulfone. 5 [0029] Examples of the azole type compounds in the present invention include the followings azaconazol e, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole, epoxyconazolo, fenbuconazole, 10 fluauinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, triadimenol, triLiconazole, fenarimol, nuarimol, pyrifenox, imazali1, oxpoconazole 15 fumarate, pefurazoate, prochIoraz, and triflumizol. 0030] Examples of the strobilurin type compounds in the present invention include the followings kresox im--methyl, azoxys trobin, trifioxystrobin, fluoxastrobin, picoxvstrobin, pyraclostrobin, dimoxystrobin, pyribencarb, mtminostrobin, orysastrobin, and N-methyl-2- [2- (2, 5-dimethyl phenoxy)methyl]phenyl-2-methoxya ;camidce (racemic or enantiomer, containing a mixture of enantiomer and S-enantiormer (optional ratio) , hereinafter 25 referred to as a compound 1). 22 "34186 0031] Examples of the metalaxyl type compounds include the followings: metalaxyl and metalaxyl-M and mefenoxam. 5 100321 Examples of the SDHI compounds in the present invention include the followings: sedaxane, penflufen, carboxin, boscalid, furametpyr, flutolanil, fluxapyroxad, isopyrazam, fluopyram, and 10 thifluzamide. 0033] Examples of the other fungicidal compounds in the present invention include the followings: tolclophos-methyl, thiram, Captan, carbendazim, 15 thiophanate-methvi, mancozeb, thiabendazole, isotianil, triazoxide, (RS) -2-methoxy-N-methyl-2- Ia- (2 5-xylyloxy) -o-tolyl} acetam ide, fludioxoni 1, ethaboxam, 3-chloro-5-phenyI-6-methyl-4- (2, 6-difluorophenyl) pyridazine 20 (hereinafter referred to as a compound 2), 3-cyano-5-phenyl-6-methyl-4- (2, 6-di fluorophenyl) pyridazine (hereinafter referred to as a compound 3), and N- (1, 1, 3-trimethyli:ndan-4-yl) -i1-methvl-3-difIluoromethylpyra zole-4-carboxylic acid aide (racemdc or enantiomer, 25 containing a mixture of R-enantiomer and S-enantiomer (optional 23 934186 ratio), hereinafter referred to as a compound 4). [0034] Examples of the plant growth regLlators in the present invention include the followings: S ethephon, chlormequat-chloride, mepiquat-c Lorid, and 4-oxo-4- (2-phenylethyl) aminobutyric acid (hereinaf ter referred to as a compound 5) 0 035 1 In the present invention, the compounds of the group B 10 used to treat crop seeds, or vegetative organs such as tubers, bulbs, or stem fragments are publicly known compounds, and may be synthesized based on well known patent documents. Also, coamercially available preparations or standard products may be purchased and used as the compounds of the group B. 15 [0036] In the step of treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with the compounds of the aroup B in the present invention, the compounds of the group B are usually mixed with a carrier such as a solid carrier or 2 liquid carrier and further added with auxiliaries for preparations such as surfactants according to the need to be formulated into preparations. The dosage is preferably an aqueous suspension preparation. [00371 25 As the compounds of the group B used to treat crop seeds 24 S34186 or vegetative organs such as tubers, bulbs, or stem fragments in the present invention, a preparation constituted of a single component may be used, two or more preparations each constituted of a single component may be used in combination, or a 5 preparation constituted of two or more components may be used. (0038] The compounds of the group B used for the above treatment are applied in an amount of usually 0 .2 to 5000 g, and preferably 0.5 to 1000 g based on 100 kg of the crop seeds or vegetative 10 organs such as tubers, bulbs, or stem fragments. Examples of a method for applying effective components to the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments -include a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are powder-coated with 15 a preparation containing effective components; a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are dipped in a preparation containing effective components; a method in which a preparation containing effective components is sprayed on the crop seeds 20 or vegetative organs such as tubers, bulbs, or stem fragments; and a method in which the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments are coated with a carrier containing effective components. [0039] 25 The present invention includes the step of treating a crop 25 S 341 8 6 field with one or more crystals selected from the group consisting of 1 crystal of flumioxazin to i" crystal of fiumioxazin before sowing or planting, at the same time of sow ing or planting, or after sowing or planting the crop seeds 5 or vegetative organs such as tubers, bulbs, or stem fragments which are Lreated with the compounds of the group B. [0040] The 14' crystal of flumioxazin, 2nc crystal of flumioxazin, 3" crystal of flumioxazin, 4t" crystal of flumioxazin, 5 10 crystal of flumioxazin, 6 t: crystal of flumioxazin and 7" crystal of flumioxazin (hereinafter, referred to as 1' crystal of flumioxaxin to 7 crystal of flumioxaxin) used in the method of the present invention can be produced by the methods disclosed in Example and modi fied methods thereof. 15 [00413 The 1' crystal of flumioxaxin to 7" crystal of fiurmioxaxin in the present invention can be obtained, for example, by conducting the following steps. :004 2] 20 First, a starting material is dissolved in an organic solvent to obtain a solution which contains flumioxazin at the concentration generally in the range of 2 mg to 200 mg, preferably in the range of 5 mg to 120 mg, per ml of the solvent, and setting the temperature of the obtained solution generally 25 within the range of 40 0 C to 80 C, preferably within the range 26 S 341 86 of 50*C to 750C. [00431 Then, the heated solution may be heated to rapidly volatilizing its solvent, for example by dropping the solution 5 onto the heated glass plate or the like to form and isolate crysta s. [0044] The heated solvent is preferably cooled to its temperature generally from about 0 0 to less than 25'C, preferably from 10 about 100C to 250C to form a crystal. Preferably the step of cooling the heated solution is gradually conducted, specifically by lowering the solution preferably at 5*C to 150c per hour, more preferably at around 100C per hour. Water or other solvent at the same temperature as that of the heated 15 solution can be added to the solution before cooling for easily forming crystals . After cooling the solution, the cooled solution is maintained at the lowered temperature to form a crystal. 'The time of maintenance for the solution depends on the scale, temperature or other conditions of the solution, 20 which can be arbitrarily determined. [0045] The crystals of the present invention can be collected in a known manner, for example, by filtration, by concentration, by centrifugation or by decantation. The crystal may be washed 25 with an appropriate solvent, if necessary. The crystal .may be 27 S34186 subjected to the method comprising the above-mentioned steps or slurry filtration for improving its purity or quality. [0046] It is possible to use, as the starting material for 5 producing the crystal of the present inventions, a solution or a suspension of flumioxazin, or a mixture containing flumioxazin. It is also possible to use a. solution or a suspension of a synthetic reaction crude product containing flumioxazin. 10 [00471] The organic solvent to be used for the crystallization includes alcohols such as methanol, 2-methoxyethanol, 2-ethoxyethanol, ethers such as tetrahydrofuran, acetone, 1,4-dioxane, halogenated hydrocarbons such as chloroform, 15 1,2-dichloroethane or chlorobenzene, and aromatic hydrocarbons such as xylene or toluene. [0048] It is also possible to use seed crystals in crystallization for producing the crystal of the present 20 invention. In that case, it is pref erred to use crystals having a crystal form to be prepared. The amount of seed crystals to be added is preferably from 0.0005 parts by weight to 0.02 parts by weight, and more preferably from 0.001 part by weight to 0.01 part by weight, based on I part by weight of flumEoxazin. 25 The crystals of the present invention may be a solvate or 28 *3,34 186 a non-solvate. [049] When a specific hydrophilic organic solvent is used as a crystal1lizatiJon solvent, the obtained crystals are sometimes 5 crystals of a solvate. The crystals of a non-solvate can be obtained by heating to dry the crystals of a solva t e under reduced pressure. [00 50] The degree of drying or the crystals can be determined by 10 analytical means such as gas chromatography. It is also possible to determine the purity of the crystal form of the crystal by subjecting the crystal to the powder X-ray diffraction measurement such as CuKa rays diffraction analysis, 15 followed by analyzing the obtained diffraction pattern about the presence or absence of diffraction peaks peculiar to crystal of a solvate, and the height of the peaks. [0052] The crystal of the present invention can be produced with 20 high purity, can remain unchanged in crystal form even after a heat treatinq step for formulation, can also exhibit physical and chemical properties which are more advantageous for the production of a formulation, and can maintain such properties even after being stored for a long period. 25 (0Q53] 29 o3 41 86 In the step of treating a field with the one or more crystals selected from the group consisting of 1 crystal of flumioxazin to 7 t" crystal of flumioxazin, the one or more crystals selected fron the group consisting of 1t crystal of 5 flumioxazin to 7 crystal of flumioxazin is usually mixed with a carrier such as a solid carrier or liquid carrier and further added with auxiliaries for preparations such as surfactants according to the need to be formulated into preparations. Examples of a method for applying the one or more 10 crystals selected from the group consisting of 1 ' crystal of flumioxazin to 7t', crystal of flumioxazinto a field include a method in which the one or more crystals selected from the group consisting of 17 crystal of flumioxazin to 7 1 crystal of flumioxazi is sprayed on field soi l and a method in which the 15 one or more crystals selected from the group consisting of 1 L crystal of flumioxazin to 7t" crystal of flumioxazin is sprayed or; weeds after the weeds are grown, The amount of the one or more crystals selected from the group consisting of l'- crystal of flumioxazin to 7"' crystal 20 of fluMrioxazin used in the step of applying the one or more crystals selected from the group consisting of 1' crystal of flumioxazin to 7" crystal of flumioxazin to a field is usually 5 to 5000 g, preferably 10 to 1000 g, and more preferably 20 to 500 g per 10000 mA. In this case, adjuvants may be added 25 to the one or more crystals selected from the group consisting 30 S34186 of 1 crystal of flurioxazin to 7 th crystal of flujmioxazin to apply the one or more crystals selected from the group consisting of 14 crystal of fiumioxazin to 7 crystal of fIumioxazin to the field. 5 [00541 In the present invention, the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments treated with the compounds of the group B are sowed or planted rin a field by a usual method. In the method of controlling pests according 10 to the present invention, a crop field may be treated with the one or more crystals selected from the group consisting of 1 ' crystal of flumioxazin to 7i crystal of flurrioxazin before sowing or planting, at the same time of sowing or planting, or after sowing or planting the crop seeds or vegetative organs 15 such as tubers, bulbs, or stem fragments. When a crop field is treated with the one or more crystals selected from the group consisting of 1 crystal of fiumioxazn to 7t crystal of flumioxazin before sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem 20 fragments, the one or more crystals selected from the group consisting of 1 crystal of flumioxazin to 7t crystal of flumioxazin is applied before 50 days to immediately before sowing or planting, preferably before 30 days to irruediately before sowing or planting, more preferably before 20 days to 25 itmedif a Ctely before sow ing or planiJng, and even more preferably 31 S34186 before 10 days to immediately before sowing or planting. When a crop field is treated with the one or more crystals selected from the group consisting of 1, crystal of flurmioxazin to 7 crystal of flumioxazin after sowing or planting the crop 5 seeds or vegetative organs such as tubers, bulbs, or stem fragments, the one or wore crystals selected from the group consisting of 1S crystal of flumioxazin to 7t crystal of fl umioxazin is applied immediately after to 50 days after sowing or planting. 10 [00551 The method of controlling pests according to the present invention ensures chat harmful arthropods, noxious nematodes and/or plant pathogens, and pests such as weeds in crop fields can be controlled. 15 [0056] As harmful arthropods, the following examples are given. Noxious insects belonging to order Hemiptera: Delphacidae such as Laodelphax striatellius, Nilaparvata lugens, and Sogatella furcifera, Deltocephalidae such as Nephotettix 20 cincticeps and Nephotettix virescens, Aphididae such as Aphis gossypii, Myzus persicae, Brevicoryne brassicae, Macrosiphum euphorbiae, Aulacorthum solani, Rhopalosiphum padi, and Toxoptera citricidus, Pentatomidae such as Nezara antennata, Riptortus clavetus, Leptocorisa chinensis, Eysarcoris parvus, 25 Halyomorpha m-ista, and Lygus lineolaris, Aleyrodidae such as 32 S34 18 6 Trial erodes vaporariorum, Bei s ia tabaci, and Bemisia argentifol ii, Coccidae such as Aonidiella auraniAi, Comstockaspis perniciosa, Unaspi citri, Ceroplastes rubens, and Icerya purchase, Tingidae, and Psyllidae; 5 [0057] noxious insecLs belonging to order Lepidoptera: Pyralidae such as Chile suppressalis, Tryporyza incertulas, C\naphalocrocis medinalIs, Notarcha derogate, Plodia interpunctella, Ostrinia furnacalis, Ostrinia nubiis, 10 Hellula undalis, and Pediasia teterrellus, Noctuidae such as Spodoptera litura, Spodoptera exigua, Pseudaletia separate, Mamestra brassicae, Agrotis ipsilon, Plusia nigrisigna, Trichoplusia spp., Heliothis spp., and He-elicoverpa spp., Pieridae such as Pieris rape, Tortricidae such as Adoxophyes 15 spp. , Grapholita moles La, Leguminivora glycinivorella, Matsumuraeses azukivora, Adoxophyes orana fasciata, Adoxophyes sp., Homona magnanima, Archips fuscocupreanus, and Cydia pomonella, Gracillarlidae such as Caloptilia theivora and Phyllonorycter ringoneella, Carposinidee such as Carposina 20 niponensis, Lyonetliidae such as Lyoretia spp., Lymantriidae such as Lymantriidae app. and Euproctis spp., Yponameiutidae Such as Plutella xylostella, Gelechiidae such as Pectinophora gossypiella and Phthorimaaea operculella, Arctiidae such as Hyphantria cunea, and Tineidae such as Tinea trans ucens and 25 Tineolta bisselleila; 33 S34186 0058] noxious insects belonging to order Thripidae; Thysanoptera such as Frankliniella occidentalis, Thrips parmi Scirtothrips dorsalis, Thrips tabaci, Frankliniella intonsa, 5 and Frankliniella fusca; [0059] noxious insects belonging to order Diptera: Agom yzidae such as Musca doraestica, Culex popiens pallens, Tabanus trigonus, Hylemya antique, Hylemya platura, Anopheles sinensis, 10 Agrormyza oryzae, Hydrellia griseola, Chlorops oryzae, and Liriomyza trifolili, Dacus cucurbitac, and Ceratitis capitata; Noxious insects belonging to order Coleoptera; Epilachna vigintioctopunctata, Aulacophora femorali s, Phyllotreta striolata, Oulerma oryzae, Echinocnemus squameus, 15 Lissorhoptrus oryzophilus, Anthonomus grandis, Callosobruchus chinensis, Sphenophorus venatus, Po pillia japonica, Anomala cuprea, Diabrotica spp., Leptinotarsa decelineata, Agriotes spp., Lasioderia serricorne, Anthrenus verbasci, Tribolium castanoum, Lyctus brunneus, Anoplophora malasiaca, and Tomicus 20 piniperda; [ 00601 noxious insects belonging to order Orthoptera: Locusta migratoria, Gryllotailpa africana, Oxya yezoensis, and Oxya j aponica; 25 noxious insects belonging to order Hymenoptera: Athalia 34 S 3418 6 rose, Acromyrmex spp., and Solenopsis spP.; [ 00 61 I noxious insects belonging to order Blattodea: Blattella germanica, Periplaneta fui ginosa, Periplaneta americana, 5 Periplaneta brunnea, and Blatta orientalis; and [0062] noxious insects belonging to order Acarina: TetranyChidae such as 'Tetranychus urticae, Panonychus citri, and Oligonychus spp., Eriophyidae such as Aculops pelekassi, 10 Tarsonemidae such as Polyphagotarsonemus latus, Tenuipalpidae, Tuckereilidae, Acaridac such as Tvrophagus putrescentiae, Dermanvssidae such as Dermatophagoides farina and Dermatophagoides ptrenyssnus, and Cheyletidae such as Cheyletus eruditus, Cheyletus malaccensis, and Cheyletus 15 moore i. 0063] As the plant pathogens, the following examples can be given. Cercospora gossypina, Cercospora kikuchii, Cercospora 20 zeae-maydis, Cercospora sojina, Phakopsora gossypii, Rhizoctonia solani, Coiletotrichum gossypli, Peronospora gossypina, Aspergillus spp., Penicilliu spp pusarium spp., Tricoderma spp., Thielaviopsis spp., Rhizopus spp., Mucor spp., Corticium spp., Phoma spp., Diplodia spp., Verticilliumn spp., 25 Puccinia spp., Mycosphaerella spp., Phytophthora spp. (for -35

S

3 4 1 8 6 example, Phytophthora sojae, Phytophthora nicotianae var. nicotianae, Phytophthora infestans, and Phytophthora erythroseptica) , Pythium spp. (for example, Pythium debaryanum, Pythium. sylvaticum, Pythium graminicola, Pythium irregular, 5 and Pythium oltimum), Microsphaera diffusa, Diaporthe phaseolorum var. scae, Sept orla glycines, Phakopsora pachyrhizi, Sclerotinia sclerotiorum, Elsince glycines, Ust I ago maydis, Cochliobolus heterostrophus, Gloeocercospora sorghi, and Alternaria spp, 10 [0064] As the weeds, the following examples are given. Weeds of the family Urticaceae: Urtica urens: weeds of the family Polygonaceae: Polygonum convolvulus, Polyqonum lapathifolium, Polygonum pensylvanicull, Polygonum 15 persicaria, Polygonrum LongIsettum, Polygonum aviculare, Polygonum arenastrum, Polygonum cuspidatum, Rumex japonicas, Rumuex crisps, Rumex obtusifolius, and Rumex acetosa; weeds of the family Portulcacceae: Poruaca oleracea; weeds of the family Caryophyllaceae: Stellaria media, 20 Cerastium holosteoides, Cerastium glomentum, Spergula farvensis, and Silene gallica; weeds of the faily Moluginaceae: Mollugo verticillata; weeds of the family Chenopodiaceae: Chenopodium album, Chenopodium ambrosioides, Kochia scopari a, Salsola kalti, ard 25 Atriplex spp.; 36 S34186 [00651 weeds of the family Am.aranthaccae: Amaranthus retrof lexus, Amarranthus viridis, Araranthus lividus, Amaranthus spin osus, Amaranthus hybridus, Amaranthus palmer, 5 Amaranthus rudis, Amaranthus patulus, Amaranthus tuberculatos, Amaranthus blitoides, Amaranthus deflexus, Amaranthua quitensis, ALternanthera philoxeroides, Alternanthera sessilis, and Alternanthera tenella; weeds of the fa mily Papaveraceae; Papaver rhoeas and 10 Argemone mexicana; weeds of the family Brassicaceae: Raphanus raphanistrum, Raphanus sativus, Sinaps arvensis, Capsella bursa-pastoris, Brassica juncea, Brass ica campestris, Descurainia pinnata, Rorippa islandica, Rorippa sylvestris, Thlaspi arvense, 15 Myagrum rug-osum, Lepidium. virginicum, and Coronopus didymus; weeds of the family Capparaceae; Cleome affinis; 0066] weeds of the family Fabaceae: Aeschvomene indica, Aeschynomene ris, Sesbania exaltata, Casesia obtusifolia, 20 Cass a occidentalis, Desrodium tortuosum, Desmodium adscendens, Trifol ium repens, Pueraria lobata, Vioia argusti fol ic, Tnd-igofera hirsute, Indigofera truxillensis, and Vigna sinensis; weeds of the family Oxalidaceae: Oxalis corniculata, 25 Oxalis strica, and Oxalis oxyptera; 37 S34186 weeds of the f ami ly Geraniaceae: Geranium carolinense and Erodium cicutarium; weeds of the family Euphorbiaceae: Euphorbia helioscopia, Euphorbia maculate, Euphorbia humistrata, Euphorbia esuila, 5 Euphorbia heterophylla, Euphorbia brasiliensis, Acalypha australis, croton glandulosus, Croton lobatus, Phyllanthus corcovadensis, and Ricinus corm.unis; [0067) weeds of the family Malvaceae: Abutilon theophrasti, Sida 10 rhombiforia, Sida cordifolia, Sida spinosa, Sida glaziovii, Sida santaremnensis, Hibiscus trionum, Anoda cristata, and lalvastrum coromandelianum; weeds of the family Sterculiaceae: Walt-heria indica; weeds of the family Violaceae: Viola arvensis, and Viola 15 tricolor; weeds of the fa-ily Cucurbitaceae: Sicyos angulatus, Echinocystis lobata, and Momordica charantia; weeds of the family Lythraceae: Lythrum salicaria; weeds of the fam ly Apiaceae: Hydrocotyle 20 sibthorpioides; weeds of the family Sapindaceae: Cardiospermum halicacabum; weeds of the family Primulaceae: Anagallis arvensis; weeds of the family Asclepiadaceae: Asclepias syriaca and 25 Ampelaraus albidus; 38 S34186 weeds of the family Rubiaceae: GallIum aparine, Galium spurium var. echinospermon, Spermacoce lati folia, Richardia brasiliensis, and Borreria alata; [00 6 8i 5 weeds of the family Convolvulaceae: Ipomoea nil, lpomoea nederacea, Ipomoea purpurea, Ipomtoea hederacea var. integri uscula, ponoea lacunose, Ipomoe. triloba, Ipomea acuminate, Ipomoea hederifolia, Ipomoea coccinea, Ipomoea quamoclit, Ipomoea grandifolia, Ipomoea aristolochiafoli&, 10 Ipomoea cairica, Convolvulus arvensis, Calystegia. hederacea, Calystegia japonica, Merremia hedeacca, Merremia aegyptia, Merremi a cissoids, and Jacquerontia tamnifolia; weeds of the family Boraginaceae: Myosotis arvensis; weeds of the family Lamiaceae: Lamium purpureum, Lamium 15 amplexicaule, Leonotis nepetafOli a, Hyptis suaveolens, Hyptis lophanta, Leonurus sibiricus, and Stachys arvensis; 0069! weeds of the family solanaceae: Datura stramolilm, Solanum ni grim, Solanum americanum, Solanum ptycanthum, 20 Solanum sairrachoides, Solanum rostratum, Solanum aculeatles imium, Solanumn sisymbri i folium, Solanum carolinense, Physalis angulata, Physalis subglabrata, and Nicandra physaloidxes; weeds of the family Scrophulariaceae: Veronica 25 hederaefolia, Veronica persica, and Veronica arvensis; 39 S34136 weeds of the family Plantaginaceae: Plantago asiatica; [00701l weeds of the family Asteraceae; Xanthium pensylvanicum, Xanthium occidentale, Helianthus annuus, Matricaria 5 chamomilla, Matricaria perforate, Chrysanthemum segetum, Matricaria matricarioides, Artemisia princes, Artemisia. vulgaris, Artemisia verlotorum, Solidago altissima, Taraxacum officinale, Galinsoga ci late, Galinsoga parviflora, Senecio vulgaris., Senecio brasiliensis, Senecio grisebachii, Conyza 10 bonariensis, Conyza Canadensis, Ambrosia arterisiefolia, Ambrosia trifida, Sidens pilosa, Bidens frondosa, Bidens subalternans, Cirsium arvense, Cirsium vulgare, Silybum marianum, Carduu's nutans, Lactuca serriola, Sonchus oleraceus, Sonchus asper, Wedelia glauca, Melampodium perfoliatum, Emilia 15 sonchifolia, Tagetes minute, Blainvillea latifolia, Tridax procumbens, Porophyl Ium ruderale, Acanthospermum austra le, Acanthospermtum hispidum, Cardiospermum halicacabum, Ageratum coryzoides, Eupatorium perfoliatum, Eclipta alba, Erechtites hieracifolia, Gamochaeta spicata, Gnaphalium spicatum, 20 Jaegeria hirta, Parthenium hysterophorus, Siegesbeckli orientalis, and Soliva sessilis; [0071 weeds of the family Liliaceae Alli um canadense and Allium vi neale; 25 weeds of the family Commelinaceae: Commelina communes, 40 S34 186 CoTuelina bengharensis, and ComiaeIina erect a; [00721 weeds of the family Poaceae: Echinochloa crus-gall, Setaria viridis, Setaria faberi, Setaria giauca, Setaria 5 geniculata, Digitaria ciliaris, Digitaria sanguinalis, Digitaria horizontalis, Digitaria insularis, Eleusine indica, Poa annual, Alospecurus aequalis, Alopecurus myosuiroides, Avena ttuc, Sorghum halepense, Sorghum vulgare, Agropyron repens, -Lliu multiflorum, Lolium perenne, Loiun rigidum, Bromus 10 secalinus, Bromus tectorun, Hordeum jubatum, Aegilops cylindrica, Phalaris arundinacea, Phalaris minor, Apera spica-venti, Panicum dichotomiflorum, Panicum texanum, Panicum maximum, Brachiaria platyphylla, Brachiaria ruziziensis, Brachiaria plantaginea, Brachiaria decumens, 15 Brachiaria brizantha, Brachiaria bumidicola, Cenchrus echinatus, Cenchrus paucifrlorus, Eriochioa villosa, Pennisetum setosum, Chloris gayana, Eragrosti s pilosa, Rhynchelitr-um repens, Dactyloctenlum aegyptijumn, Ischaemum rugosum, Oryza saliva, Paspalum notatuma, Paspalum maritimum, 20 Pennisetum clandestinum, Pennisetum setosum, and Rottboell ia cochinchinensis; [0073] weeds of the family Cyperaceae; Cyperus microiria, Cyperus iria, Cyperus odoratus, Cyperus rotundus, Cyperus 25 esculentus, and Kyllinga gracilli-ma; and 534186 weeds of the family Equisetaceae : Equisetum arvense and Equisetum palustre. [0074) In the method of the present invention, one or more other 5 agrochemicals may be used in combination with the compounds of the group B or the one or more crystals selected from the group consisting of it crystal of flumioxazin to 7 "' crystal of flumloxazinl either simultaneously or separately. Examples of the other agrochemicals include insecticides, acaricides, 10 nematicides, fungicides, herbicides, plant growth regulators, and safeners. As the above herbicides, plant growth regulators, and safeners, the following examples are given. ierbicides: pyrithiobac, pyrithiobac-sodium salt, 15 pyriminobac, pyriminobac-mneth-yl, bispyribac, bispyribac-sodium salt, pyribenzoxi-m, pyrimisulfan, pyriftalid, triafamuone, amidosulfuron, azimusulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, cyclosulfamuron, ethoxysulffuron, 20 flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsul furon-methyl - sodium, foramsulfuron, halosul furon, halosul furon-mnethyl, imazosulfuron, mesosulfuron, mesosulfuron-methyl, metazosulfuron, nicosulfuron, or thosulfamuron, oxasulfuron, primisulfuron, 25 primisul furon-methyl, propyri sulfuron, pyrazosulfuron, 42 S34186 pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-m.ethyl, sulfosulfuron, trifloxysul furon-sodiumn salt, trifloxysulfuron, chlorsulfuron, cinosulfuron), ethametsulfuron, ethametsul furon-methyl, iodosul furon, 5 lodosul furon-methyl- sodium, iofensulfuron, iofensulfuron-sodium, metsulfuron, metsul furon-methyl, prosulfuron, thifensulfuron, thifensul furon-methyl, triasul furon, tribenuron, tribenuron-methy l, tri f lus ufuron, ,rif lusulfuron-methyl, tritosul furon, bencarbazone, 10 flucarbazone, flucarbazone- sodium salt, ipfencarbazone, propoxycarbazone, propoxycarbazone- sodium salt, thiencarbazone, thiencarbazone-methyl, cloransulram, cloransulam-methyl, diclosulam, tlorasulam, flumetsulam, metosulam, penoxsulam, pyroxsulam, irmazamethabenz, 15 imazamethabenz-mnethyl, imazamox, imazaox-anuonium salt, iLazapic, imazapic-ammonium salt, imazapyr, itmaz apyr- isopropyl-aimmoriuM salt, imazaquin, imazaquin-ammonium salt, imazethapyr, imazethapyr-- ammonium salt, clodinafop, clodinafop-propargyl, cyhalofop, 20 cyhalofop-butyi, diclofop, diclo fop-methyl, fenoxaprop, fenoxaprop-ethyl, fenoxaprop-P, fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl, metaritfop, propaquizafop, quizalofop, quizalofop-ethyl, 25 quizalofop-P, quizalofop-P-ethyl, alloxydim, clethodim, 43 S34 1 R 6 sethoxydim, tepraloxydim, tralkoxydim, pinoxaden, azafenidin, oxadi azon, oxadiargyl, carfentrazone, carfentrazone-ethyl, sat 1 ufenacil, cinidon, cinidon-ethyl, sulfentrazone, pyraclonil, pyraflufen, pyraflufen-ethyl, butatenacil, 5 fluazolate, fluthiacet, fluthiacet-metbyl, flutenpyr, flufenpyr-ethyl, flumiclorac, tiumiclorac-pentvi, pentoxazone, oxyfluc.rfen, acifluorfen, aclonifen, chlomethoxvnil, chloronitrofen, nitrofen, bifenox, fluoroglycofene, fluoroglycofene-ethvl, fomesaen, 10 fomesafen-sodium salt, lactofen, benzobicyclon, bicyclopyrone, mesotrione, sulcotrione, tefuryl trione, tenbotrione, isoxachiortole, isoxaflutole, benzofenap, pyrasulfotole, pyrazol ynate, pyrazoxyfen, topramezone, diflufenican, picolinafen, befiubutaiid, 15 norflurazoan, fluridone, fIurochloridone, fii urtamone, ioxynil, ioxynil octanoate, bentazone, pyridate, bromaoxynil, bromoxynilI octanoate, chlorotoluron, dimefuron, diuron, linuron, fluometuron, isoproCuron, isouran, tebuthiuron, benzthiazuron, methabenzthiazuron, propanil, metobromuron, 20 maetoxuron, ronolinuron, siduron, simazine, atrazine, propazine, cyanaziLne, ametryn, simetryn, dimethametryn, prometryn, terbumeton, terbuthylazine, terbutryn, trietazine, hexaz inone, metariitron, notribuzin, amicarbazone, bromacil, lenacii, terbaci, chloridazon, desmediphar, phenimedipham, 25 propachlor, metazachlor, alachlor, acetochlor, metolachlor, 44 S34186 S-metolachlor, butachlor, pretilachlor, thenylchlor, indanofan, cafenstrole, fentrazamide, dimethenamid, dimethenamid-P, mefenacet, pyroxasulfone, fenoxasulfone, naproanilide, anilofos, flufenacet, trifluralin, 5 pendimethalin, ethafluralin, benfluralin, prodiamine, indaziflam, triaziflam, butamifos, dithiopyr, thiazopyr, dicamba and a salt thereof (diglycolamine salt, dimethylammonium salt, isopropylammoniumi salt, potassium salt, sodium salt, and choline salt) , 2, 4-D and a salt or ester thereof 10 (butotyl ester, dimethylammonium salt, diolamine salt, ethylhexyl ester, isooctyl ester, isopropylammonium salt, sodium salt, and triisopropanolamine salt), 2, 4-DB and a salt or ester thereof (dimethylammonium salt, isooctyl ester, and choline salt) , MCPA and a salt or ester thereof 15 (dimethylammonium salt, 2-ethylhexylester, iscoctyl ester, sodium salt, and choline salt), MCPB, mecoprop and a salt or ester thereof (dimethylamlonium t, diolamine salt, ethadyl ester, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt, sodium salt, tololamine salt., and choline salt), 20 mecoprop-P and a salt or ester thereof (dimethylamonium salt, 2-ethylhexyl ester, isobutyl salt, potassium salt, and choline salt), dichlorprop and a salt or ester thereof (butotyl ester, dimethylammonium salt, 2-ethylhexyl ester, isooctyl ester, methyl ester, potassium salt, sodium salt, and choline salt), 25 dichlorprop-P, dichlorprop-P dimethylammonium salt, triclopyr 45 S34186 and a salt or ester thereof (butotyl ester and triethylammontum alt), fluroxypyr, fluroxypyr-meptyl, piclorama and a salt thereof (potasiumu salt, triiopanoliaronium salt, and choli-ne salt) , quinclorac, quainmerac, aminpyralid and a salt thereof 5 (potassium salt, triisooanoarmmonium salt, and choline salt) , clopyralid and a salt thereof (olamine salt, potassium salt, triethylammonium salt, and choline salt), cloreprop, glufosinate, qlufosinate-ammoniuml salt, glufosinate-P, glufosinate-P-sodium salt, bialaphos, isoxaben, dichlobenil, 10 methiozolin., diallate, butylate, triallate, chlorpropham, asulam, phenisopham, benthioca rb, molinate, esprocarb, pyributic arb, prosulfocarb, orbencarb, EPTC, dinepiperate, sweep, aminocyc'lopyrachlor, ainocyclopyrachlor-- methyl, aminocyclopyirachlor-potassium, difenoxuron, methyl dyaron, 15 bromnobutide, dvmron, cumyluron, diflufenzopyr, etobenzanide, tridiphane, amitrole, fenchlorazole, clomazone, maleic acid hydrazide, oxaziclonefone, cinmethylin, benfuresate, ACN, dalapon, chlorthiamid, flupoxam, bensulide, paraquat, paraquat-dichloride, diquat, and diquat-dibromide. 20 [0075] Plant growth regulators: hymexazol, paclobutrazol, uniconazole, uniconazole-P, inabenfide, prohexadione-calciurm, 1-methylcyclopropene, and trinexapac. Safeners: benoxacor, cloquintocet, cloquintocet-mexyl, 25 cyometrinil, cyprosulfamide, dichlornid, dicyclonon, 46 S34106 dietholate, fenchlorazole, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenpyr-diethyi, mephenate, nacphthalic anhydride., and oxabetrinil 5 {0076] In the method of the present invention, a glufosinat-ammonium salt, chlorimuron-ethyl, cloransulam-methyl, pyroxasulfone, im azethapyr-amimnium salt, metribuzin, 2, 4-D, 2, 4-D-butotyl ester, 10 2, 4 -D- dimethylammonium salt, 2, 4-D-dIolamIne salt, 2, 4-D-ethyibexyl ester, 2, 4-D-isooctyl ester, 2,4-D--isopropylammonium salt, 2, 4-D-sodium salt, 2, 4-D-triisopropanolam ine salt, dicamba, dicamba-di gl ycolamhine salt, dlcamba-dimethyammonim salt 15 dicamba-isoproplammonfum salt, dicamba-potassium salt, dicamba-sodium salt, dicambna-choline salt, resotrione, tembotrione, isoxaflutole, and ametryn are particularly preferable as the herbicides which may be simultaneously used in combination with the one or more crystals selected from the 20 group consisting of 1- crystal of flumioxazin to 7" crystal of fluinoxazin 0077] In the present invention, cyprosulfamide, nefenpyr-diethyl, and isoxadifen-ethyl are particularly 25 preferable as the safener which may be simultaneously used in 47 S34186 combination with the one or more crystals selected from the group consisting of I crystal of fuimioxazin to 7 crystal of flumioxazin. F0078] 5 The followings are more preferable as the combinations of the herbicide and/or safener which may be used in combination with the one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 7" crystal of flumioxazin: a combination of one or more crystals selected from the 10 group consisting of 1" crystal of flumioxazin to 7t crystal of flumioxazin and glufosinate-ammoniumIT salt; a combination of one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 7" crystal of flumioxazin and chlorimuron-ethyI; 15 a combination of one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 7" crystal of flurioxazin and cloransulam-methyl; a combination of one or more crystals selected from the group consisting of 1' crystal of flumioxazin to 7" crystal 20 of flumioxazin, chlorimuron-ethyl, and pyroxasul fone; a combination of one or more crystals selected from the group consisting of l" crystal of flumioxazin to 7 t crystal of flumioxazin and pyroxasulfone; a combination of one or more crystals selected from the 25 group consisting of 1" crystal of flumioxazin to 7 th crystal 48 S341P6 of flumioxazin and im-azethapyr-ammonji)m salt; a combination of one or mn-re crystals selected from the group consisting of 1 crystal of flumioxazin to 7 crystal of flumioxazin and metribuzin; 5 a combination of one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 7 th crystal of flumioxazin and 2,4-D; a combination of one or more crystals selected from the group consisting of 1 ' crystal of flumioxazin to 7" crystal 10 of flumLoxazin and 2, 4-D-butotyl ester; a combination of one or more crystals selected from the group consisting of -1 crystal of flumioxazin to 7"' crystal of fIumnioxazinl and 2,4-D-dimethlmmoium sail; a combination of one or more crystals selected from the 15 group consisting of 1V crystal of fluaioxazin to 7" crystal of fluxioxazin and 2,4-D-diolamine salt; a combination of one or more crystals selected from the group consisting of §l crystal of flumioxazin to 7" crystal of flumioxazin and 2, 4-D-ethylhexyl ester; 20 a combination of one or more crystals selected from the group consisting of 1 7 crystal of flumioxazin to 7 t ccrvstal of flumioxazin and 2, 4-D-isooctyl ester; a combination of one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 7 ' crystal 25 of flumioxazin and 2,4-D-isopropylammontim salt; 49 S34186 a combination of one or more crystals selected from the group consisting of l8t crystal of flumioxazin to 7" crystal of flumioxazin and 2,4-D-sodium salt; a combination of one or more crystals selected from the 5 group consisting of 14 crystal of flumioxazin to 7 L crystal of flumioxazin and 2,4-D-trisopropanolamine salt; a combination of one or more crystals selected from the group consisting of 1" crystal of flumioxazin to 7" crystal of fluimioxazin and dicamba; 10 a combination or one or more crystals selected from the group consisting of 1 crystal of flumioxazin to 7 -" crystal of flumioxazin and dicamba-digl-ycol amine salt; a combination of one or more crystals selected from the group consisting of li crystal of flumioxazin to 7 crystal 15 of flumioxazin and dicamba-diethylarnoniuma salt; a combination of one or more crystals selected from the group consisting of 1" crystal of flumioxazin to 7" crystal of flumioxazin and dicamba-i sopropylammon ium salt; a combination of one or more crystals selected from the 20 group consisting of 14 crystal of flumioxazin to 7c crystal of flumnioxazin and d a combination of one or more crystals selected from the group consisting of 1' crystal of flumioxazin to 7" crystal of flumioxazin and dicamba-sodium salt; 25 a combination of one or more crystals selected from the 50 a~ ~~~~~- uUm .IIaLJon S.3418 6 group consJsting of lSt crystal of flumioxazin to 7 t crystal of flAumiloxazin and dicamba-choline salt; a combinat ion of one or more crystals selected from the group consisting of I crystal of flumioxazin to 7 t crystal 5 of flumioxazin, dicamba, and isoxadifen-ethyl; a combination of one or more crystals selected from the group consisting of 1I crystal of flumioxazin to 7i' crystal of ftlumioxazin, dicamba-diglycolamine salt, and isoxadi ften-ethyl ; 10 a combination of one or more crystals selected from the group consisting of I= crystal of flumioxazin to 7 th crystal of flumioxazin, dicanba-dimethylammonium salt, and isoxadifen-ethli a combination of one or more crystal s selected from the 15 group consisting of l" crystal of flumioxazin to 70 crystal of flumioxazin, dicamba-isopropylarcannium salt, and isoxadifen-ethyl; a combination of one or more crystals selected from the group consisting of 1 " crystal of flumioxazin to 7> crystal 20 of flumioxazin, dicambapOtassum salt, and isoxadi fen-ethvl a combination of one or rore crystals selected from the group conIitin crystal of flumioxazin to 7" crystal of flumioxazi n, dicamba-sodium salt, and. isoxadifen-ethyl a combination of one or more crystals selected from the 25 gIroup consisting of 0L crystal of flumioxazin to 7 "tf crystal 51 S34 18 6 of flumioxazin, dicamba-choline salt, and isoxadifen-ethyl; a combination of one or more crystals selected from the group consisting of i crystal of- flumioxazin to 7" crystal of fiumioxazin and mesotrione; 5 a combination of one or more crystals selected from the group con4Siting of 14 crystal of flumioxazin to 7> crystal of flumioxazin and tembotrione; a combination of one or more crystals selected from the group consisting of crystal of flumioxazin to 7 crystal 10 of fluRioxazin and isoxaflutole; a combination of one or more crystals selected from the group consi-sting of 1" crystal of flumioxazin to 7 crystal of flumioxazin and ametryn; a combination of one or more crystals selected from the 15 group consisting Of crystal of flumioxazin to 7 crystal of flumnioxazin, isoxaflutole, and cyprosulfamide; a combination of one or more crystals selected from the group consisting of l crystal of flumioxazin to 7 ' crystal of fliumioxazin, tembotrione, and isoxadifen; and 20 a combination of one or more crystals selected from the group conEsistinq of 1K crystal of flumioxazin to 7 t" crystal of flumioxazin and saflufenacil. Examples 25 [0079] 52 S34186 Hereinbelow, the present invention will be described in detail by way of examples, but the present invention is not limited to these exarnples. [0030] ( (Production Examiple) Production Example of 14- crystal of flumioxazin to 7" crystal of flumioxazin used in the method of the present: invention will be shown below. [I0031] 10 Production Exanplei The powder X-ray diffraction patterns of the obtained crystals were measured by X'Pert Pro MPD (manufactured by PANalyt ical B.V., Netheriand) at a scanning range from 2.0* to 4f0.04 (28) using CuKo- rays (40 kVr 30 mA) . 15 [0082] Production Example 1 Flumioxazin (100 mg) was dissolved in 2-methoxyethanol at 60*C so as to adjust its concentration to 16.8 mg/mL. Then 10 times volumes of water relative to the volume of 20 2-methoxvethanol were heated to 60 C and gradually added to the obtained solution. The obtained mixture was gradually cooled to 20*C at the rate of 10*C per hour and then left to stand, followed by filtrating it to collect crystals. The pattern of the obtained crystals had the peaks with 25 20 values as shown in Table 2 to find them 1 crystals of 53 S34136 flumioxazin.

Table 2 20 value (C) d value (A) Relative intensity(% 7.5 11.777 22.5 11,9 7.4308 61.9 15,3 5.8241 11.0 The 1A crystals of flumioxa zin we re obtained by the same method as mentioned above except that methanol or 2-ethoxyethanol was 5 used instead of 2-methoxyethanol. [0083) Production Example 2 Flumioxazin (100 ag) was dissolved in tetrahydrofuran [THF] at 600 so as to adjust its concentration to 51,0 mg/mL, 10 The obtained mixture was gradually y dropped onto a glass plate heated at 100"C to rapidly volatilize its solvent therefrom, to obtain crystals. The pattern of the obtained crystals had the peaks with 2u values as shown in Tabl e 3 to find then 2" crystals of 15 flu mioxazin . Table 3 20 value (*) d value ( -Relative intensity _% 8.7 10.1555 20.4 9,4 94007 43,5 4.7 6,0211 62,0 18 8 4.7162 100.0 The 2"" crystals of fluioxazin were obtained by the same method as mentioned above except that acetone was used instead of THF. The crystals were obtained by adding methanol instead of TIF 54 $34196 to flumioxazin, gradually cooling to 20*C, followed by leaving it to stand. [0084] Production Example 3 5 Flumioxazin (100 ig) was dissolved in L, 2-dichloroethane at 60C so as to adjust its concentration to 50.9 mg/meL. Then the obtained solution was gradually cooled to 200C at the rate of 100 Per hour and then left to stand, followed by blow its solvent with nitrogen gas to obtain crystals. 10 The pattern of the obtained crystals had the peaks with 29 values as shown in Table 4 to find them 3" crystals of flumioxazin Table 4 29 value d value (A) Relative intensity % 7.7 11.4720 100 10.9 8,1102 21,5 13.5 6.5535 411 14.6 6.0621 9.5 1505.9013 12.6 15 The 3 " crystals of flumioxazin were obtained by the same method as mentioned above except that chlorobenzene was used instead of 1,2-dichloroethane. {0085] Production Example 4 20 Flumioxazin (100 mg) was dissolved in toluene at 600C so as to adjust its concentration to 13,3 mAg/iL. Then the obtained 55 534186 solution was gradually cooled to 20"C at the rate of 100C per hour and then left to stand, followed by blow its solvent with nitrogen gas to obtain crystals, The pattern of the obtained crystals had the peaks with 5 20 values as shown in Table 5 to find them 4" crystals of flumioxazin. Table 5 2q value ( d value (A) Relative intensity (%) 7.7 5.9013 100.0 10.7 8,2613 13,9 - -- 13.4 6.6022 ----- 25.5 -_ J- . i4 3 6.1886 4.6 14.8 5.9806 ------- 6. 8 ----- 0086] 10 Production Exzample 5 Flumioxazin (100 mg) was dissolved in xylene at 60*C so as to adjust its concentration to 10.0 mg/mL. Then the obtained solution was gradually cooled to 20*C at the rate of 100C per hour and then left to stand, followed by blew its solvent with 15 nitrogen gas at 20*C to obtain crystals. The pattern of the obtained crystals had the peaks with 20 values as shown in Table 6 to find them 5" crystals of flumioxazin. 20 56 S34 18 6 Table 6 29 value (*) d value (Al Relative intensity 0) 5.5 16.0548 23.1 10.3 8.5812 68.2 10.9 8.1102 29.7 13.2 6.7018 37.6 0 03G7 1 Production Example 6 Flumioxazin (100 mg) was dissolved in chloroform at 60'C 5 so as to adjust its concentration to 102.8 mg/mL, The chloroform solution was added gradually to 10 times volumes of heptane relative to the volume of chloroform at 60*C. The obtained mixture was gradually cooled to 20*C at the rate of 100C per hour and then left to stand, followed by filtrating 10 it to collect crystals. The pattern of the obtained crystals had the peaks with 29 values as shown in Table 7 to find them 6 crystals of flumioxazin. 15 Table 7 29 value (0) d value (A) Relative intensity (V) 7.7 11.4720 100,0 8.6 - 10.2733 5.8 11.0 8.0367 14.4 13.2 6.7018 6.7 14.7 6.0211 7.4 5 1 5.8625 9.2 The 6 crystals of flurmioxazin were obtained by the sate method 57 S34136 as mentioned above except that THF was used instead of chloroform. The solution obtained by adding 2 times voimes of THF relative to the volume of chloroform to flumioxazin instead of chloroform, 5 was added to 10 times volumes of water relative to the volume of THE and gradually cooled to 20CC, followed by leaving it to stand. The crystals were obtained by adding THF, l, 4-dioxane or pyridine instead of chloroform to flumioxazin and, gradually 10 cooling to 200C, followed by concentrating it. [0088) Production Example 7 Flumioxazin

(

1 00 mg) was dissolved in 1, 4-dioxane at 60"C so as to adjust its concentration to 50.9 mg/mL. The 15 1, 4-dioxane solution was added gradually to 10 times volumes of water relative to the volume of 1, 4-dioxane at 60 C. The obtained mixture was gradually cooled to 200C at the rate of 10C per hour and then left to stand, followed by filtrating i t to collect crystals. 20 The pattern of the obtained crystals had the peaks with 20 values as shown in Table 8 to find them 7 t- crystals of flu Imioxazin. 58 834186 Table 8 20 value (0) d value (A) Relative intensity (%) 14.5 6, 1037 15.6 18.7 4,7412 36.4 ___ The 7 :" crystals of fi umioxazin were obtained by the same method as mentioned above except that heptane was used instead of water. 5 [0089]1 (Test Examples) First, given are the standard of evaluation of a pest control effect (harmful arthropod control effect, plant pathogen control effect, and herbicidal effect) and that of crop 10 injuries, which will be shown in examples hereinafter. [iHarmful arthropod control effect in the evaluation of the harmful arthropod control effect, each insect at the time of investigation is examined by discriminating whether the insect is alive or dead to calculate 1 5 a controlling value by the following equation. Controlling value (%) = 100 x (1 - T/C) wherein C represents the number of insects to be observed in an untreated area, and T represents the number of insects to be observed in a 20 treated area [0090] [Plant pathogen control eftecti In the evaluation of the plant pathogen control effect, 59 S34186 the symptom of each test plant in a treated area is compared with that in an untreated area and when there is no or almost no difference in symptom between the treated area and the untreated area at the time of investigation, the case is given 5 "0", and when no or almost no change in symptom caused by plant pathogens is observed at the time of investigation, the case is given "100", thereby grading each sample between 0 to 100. [0091] Herbicidal effect and crop injuries] 10 In the evaluation of the herbicidal effect, the germination or growth condition of each test weed in a treated area is compared with that in an untreated area and when there is no or almost no dif ference in germination or growth condition between the treated area and the untreated area at the time of 15 lthe case is given "0", and when the test plant perfectly withers and dies, or the germination or growth of the plant is perfectly restricted at the time of investigation, the case is given "100", thereby grading each sample between 0 to 100. 20 In the evaluation of crop injuries, the case where almost no crop injury is observed is expressed as harmlessss, the case where mild crop injuries are observed is expressed as "small", the case where moderate crop injuries are observed is expressed as "middle", and the case where severe crop injuries are 25 observed is expressed as "large". 60 S34186 [00921 Example i A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more 5 crystals selected from the group consisting of 1" crystal of flumioxazin to 7' crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, cotton seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed 10 in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. [0093) Example 2 One or more compounds selected from the group B are 15 attached to cotton seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, the seeds are sowed in a cultivated field. Stem leaves of the weed are directly treated with one or more crystals selected from the group consisting of 1" crystal of flIumioxazin to 7"h crystal of flunioxazin at a dose of 25, 50, 100, 200, 20 or 400 g/ha in the condition of the cotton main stem being dignified at a length of 15 cm from the surface of the ground 30 days after these seeds are sowed. The pest control effect and crop injuries are examined 28 days after the treatment. [0094] 25 Example 3 61 S34186 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1" crystal of flumioxazin to 7 t" crystal of flumioxazin at a dose of 25, 50, 5 100, or 200 g/ha. After 7 days, soybean seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 1.00 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. 10 [0095] Example 4 One or nore compounds selected from the group B are attached to soybean seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the soybean seeds 15 and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of I crystal of flumioxazin to 7 ' crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control 20 effect and crop injuries are examined 15 days after the seeds are sowed. [0096] Example 5 A pot is filled with soil and weeds are sowed, and the 25 surface of the soil is uniformly treated with one or more 62 S341 86 crystals selected from the group consisting of 1 a crystal of flumioxazin to 7 t crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 7 days, corn seeds are sowed to which one or more compounds selected from the group B are attached 5 at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed, [0097] Example 6 10 One or more compounds selected from the group B are attached. to corn seeds at a dose of 1, 10, or 100 g/100 kg seeds , Next, a pot is filled with soil and the corn seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the 15 group consisting of l. crystal of flumioxazin to 7t crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. [0098] 20 Example 7 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1 " crystal of flumioxazin to 7 crystal of flumioxazin at a dose of 25, 50, 25 100, or 200 a/ha. After 15 days, wheat seeds are sowed to which 63

S

3 4 1 8 6 one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. Example 8 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1 " crystal of 10 flumioxazin to 7/3- crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, tomato seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are 15 examined 15 days after the tomato seeds are sowed. Example 9 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more 20 crystals selected from the group consisting of 1 " crystal of f 1 umioxazi n to 7" crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, eggplant seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/10C kg seeds. This pot 25 is placed in a greenhouse. The pest control effect and crop 64 S34186 injuries are examined 15 days after the eggplant seeds are [0101] Example 10 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of l5 crystal of flumioxazin to 7" crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha, After 15 days, cell popper seeds are sowed 10 to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the bell pepper seeds are sowed. 15 [0102] Example 11 A pot s filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 14 crystal of 20 flumioxazir to 7'1 crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. After 15 days, sugar cane stem fragments are planted to which one or more compounds selected from the group B at a dose of 1, 10, or 100 g/100 kg stem fragments. This pot is placed in a greenhouse. The pest control effect and crop 25 injuries are examined 15 days after the sugar cane stem 65 S34186 fragments are planted. [0103] Example 12 A pot is filled with soil and weeds are sowed, and the 5 surface of the soil is uniformly treated with one or more crystals selected from the group consisting of I crystal of flumioxazin to 7t1 crystal of flumioxaziin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, common bean seeds are sowed to which one or more compounds selected from the group B are 10 attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the common bean seeds are sowed. [0104] 15 Example 13 A pot is filled with soil and weeds are sowed, and the surface of the sol -is uniformly treated with one or more crystals selected from the group consisting of l" crystal of flumioxazin to 7" crystal of fluxioxazin at a dose of 25, 50, 20 100, or 200 giha After 15 days, rice seeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/10C kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the rice seeds are sowed. 25 [0105] 66 324186 Example 14 A pot is filled with soil and weeds are sowed, and the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of It crystal of 5 flumioxazin to 7 Ln crystal of flumtioxazin at a dose of 25, 50, 100, or 200 g/ha. After 15 days, rapeseeds are sowed to which one or more compounds selected from the group B are attached at a dose of 1, 10, or 100 g/100 kg seeds. This pot is placed in a greenhouse. The pest control effect and crop injuries are 10 examined 15 days after the rapeseeds are sowed. [0106] Example 15 One or more compounds selected from the group B are attached to sugar cane stem fragments at a dose of 1, It, or 15 100 g/100 kg stem fragments. Then, the stem fragments are planted in a cultivated field. When the plant height of the sugar cane becomes 60 cm or higher after the stem fragments are planted, stem leaves of the weed are directly treated with one or more crystals selected from the group consisting of 1 st 20 crystal of flumioxazin to 7" crystal of flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. The pest control effect and crop injuries are examined 28 days after the treatment. [01071 Example 16 25 One or more compounds selected from the group B are 334186 attached to peanut seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the peanut seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals 5 selec-ted from the group consisting of 1" crystal of flumioxazin -o 7" crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. 10 [0108] Example 17 One or more compounds selected from the group B are attached to common bean seeds at a dose of 1, 10, or 100 g/100 kg seeds, Nex t, a pot is filled with soil and the common bean 15 seeds and weed seeds are sowed. On the day of sowing, the sur face of the soil .s uniformly treated with one or more crystals selected from the group consisting of I' crystal of flumioxazin to 7 " crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha, This pot is placed in a greenhouse. The pest 20 control effect and crop injuries are examined 15 days after the seeds are sowed. [0109] Example IS One or more compounds selected from the group B are 25 attached to pea seeds at a dose of 1, 10, or 100 /l100 kg seeds. 68 S-34186 Next;, a pot is filled with soil and the pea seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1s crystal of fiumioxazin to 7 th crystal 5 of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot i placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after the seeds are sowed. {01 10] Example 19 10 One or more compounds selected from the group B are attached to sunflower seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the sunflower seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more 15 crystals selected from the group consisting of 1 t crystal of flumioxazin to 7> crystal of flumioxazin at a dose of 25, 50, 100, or 200 g/ha. This pot is placed in a greenhouse. The pest controI effect and crop injuries are examined 15 days fter the seeds are sowed. 20 [01111 Example 20 One or more compounds selected from the group B are attached to sugar cane stem fragments at a dose of 1, 10, or 100 g/100 kg stem fragments. Next, a pot is filled with soil, 25 then weed seeds are sowed and the stem fragments are planted. 69 S341 8 6 On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of L1 crystal of flumioxazin to 7" crystaL of flumioxaz in at a dose of 25, 50, 100, 200, or 400 g/ha. This 5 pot is placed in a greenhouse. The pest control ef fect and crop injuries are examined 15 days after sowing and planting. [0112] Example 21 One or more compounds selected from the group B are 10 attached to potato tubers at a dose of 1, 10, or 100 g/1-00 kg tubers. Next, a pot is filled with soil, then wood seeds are sowed and the tubers are planted. On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1 2 15 crystal of flumioxazin to 7h crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after sowing and planting. [0113 20 Example 22 One or more compounds selected rrom the group B are attached to onion seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is flIed with soil and the onion seeds and weed seeds are sowed. This pot is placed in a greenhouse. When the 25 onion grows 2 to 6 leaves, the surface of the scil. and stem leaves 2 0 S 34136 of the weeds are uniformly treated with one or more crystals selected from the group consisting of 1t crystal of flumioxazin to 7c crystal of flurioxazin at a dose of 12.5, 25, 50, or 100 g/ha. The pest control effect and crop injuries are examined 5 15 days after the treatment with A-type crystal flumioxazin. [0114] Example 23 One or more comounds selected from the group B are attached to garlic bulbs at a dose of 1, 10, or 10:0 g/100 kg 10 bulbs. Next, a pot is filled with soil, then weed seeds are sowed and the bulbs are planted. On the day of sowing and planting, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 1< crystal of fiumioxazin to 72 crystal of flumioxazin at a dose 15 of 50, 100, 200, or 400 g/ha. This pot is placed in a greenhouse. The pest control effect and crop injuries are examined 15 days after sowing and pIanting. [0115] Example 24 20 One or more comounds selected from the group B are attached to sunflower seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the sunflower seeds and weed seeds are sowed. This pot is placed in a greenhouse, When the sunf lower grows 2 to 6 leaves, the surface 25 of the soil and stem leaves of the weeds are uniformly treated 71 33418 E with one or more crystals selected from the group consisting .,A ht one tal of fl mi xa in a of 1 SL crystal of flumloXxazin to , crystal of flumioxazin at a dose o 12. 25, 50, or 100 g/ha. The pest control effect and crop injuries are examined 15 days after the treatment with R one or more crystals selected from the group consisting of 1J oocytlo fl umioxazin, crystal of flumioxaZin to cr-ysta of f (i0 1161 Example 25 One or more comounds selected from the group B are 10 attached to wheat seeds at a dose of 1, 10, or 100 g/100 kg seeds. Next, a pot is filled with soil and the wheat seeds and weed seeds are sowed. This Pot is placed in a greenhouse. When the w eat grows 2 to - eav, " the surface of the soil and stem leaves of the weeds are unifor-mly treated with one or more crystals 15 selected from the group consisting o a crystal of fluxmioxaZin to ? T crystal of flumioxazin at a dose of 12.5, 25, 50, or 100 g/ha. The pest control effect and crop injuries are examCied 15 days after the treatment with one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 20 crystal of flumioxazin. [I o 1 L -I-3 Example 26 Each of combinations of compounds selected from the combinations shown in Tales 10 a-nd 11 is attached to soybean 25 seeds, corn seeds, or cotton seeds at a dose of 1, 10, or 100 12 S34186 g/100 kg seeds. Next, a pot is filled wit.h soil and the crop seeds and weed seeds are sowed. On the day of sowing, the surface of the soil is uniformly treated with one or more crystals selected from the group consisting of 14 crystal of 5 fiumioxazinT to 7 crystal of flumnioxazin at a dose of 25, 50, 100, 200, or 400 g/ha. This pot is placed in a greenhouse. Ihe pest control ef fect and crop injuries are examined 15 days after the treatment with one or more crystals selected from the group consisting of 14 crystal of flumioxazin to 71 crystal of 10 flumioxazin. [0118)q, Example 27 Each of combinatiorns of compounds selected from the combinations shown in rlablev 9 10 and I is attached to cotton 15 seeds at a dose of 1, 10, or 100 g/10 0 kg seeds. Next, a pot 1s filled with soil and the cotton seeds and weed seeds are sowed. The surface of the soil and stem leaves cf the weeds are uniformly treated with one or more crystals selected fronm the group consisting of 1 crystal of flumioxazin to 7 th crystal of 20 flumioxazin at a dose of 25, 50, 100, 200, or 400 g/ha in the condition of the cotton main stem being lignified at a length of 15 cm from the surface of the ground 30 days after these seeds are sowed. This pot is placed in a greenhouse. The pest control effect and crop in-juries are examined 15 days after the 25 treatment with one or more crystals selected from the group S34 18 6 consisting of s-crystal of flumioxazin to 7 crystal of flumioxaz in. [0119] Table 9 Nu ier of

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Combinations of compounds combination 1-1 C lotianidin Ipconazole 1-2 Clothianidin 1 Metconazole 1-3 Clothianidin Diphenoconazole 1-4 Clothianidin Tebuconazole 1-5 Clothianid-in Prothioconazose 1-6 Clothianidin Fluquinconazole 1-' Clotha-nidin Tri-ticonazole 1 8 Clothianidin Imazalil 19 C loti anidin Pencycuron -0 Clothianidin Pocbloraz 1-.1 Clothianidin Pyraclostrobin 1C 2 othianidin Azoxystrobiri ------- 1lothianidin Tfl}xytrobin -4 Clothianidin Metalaxyl S Clotlhianidin Metalaxvl.-M 1-16 Clothianidin Pludioxonil I ' thianidin Th1 ira 1-18 Cothianidin Manco _z eb -- 1-19 Cothianidin Flutolanil S20 C. othianidin Sedaxane 21 Ohianidin Penfluten 1-22 Clo hianidin Fluxapyroxad *-23 Clothianid i n Bacillus firmus 1-24 Clotianidin Pasteuria penetrans Clothianidin Abairiectin 1-26 Clothianidan Thiodicarb 1 27 Clothianidin Tolclopho. -methyl 1 Clothianidin Ethaboxam 1 29 Clothianidin Compound 4 ------------- ---- 1-30 Clothianidin Compound 2 1-31 clotanidin Compound 3 1-32 Cloth--n- -- - Compound 1 -33 Clothianidin Compound 5 - Clothianidin Crysastrobin 135 Clothlanidin Isotianil 1-36 Clothianidin Probenazole -3 Clothianidin DicIocymet 39 Clothianidin Furam-etpyr -39 Imidacloorid Inconazole _-10 Imidacloprid Metconazole 1-41 Imidaclorid Diphenoconazo e 1-42 Imidacloprid ebuconazole 1 43 imidacloprid Prothioconazole 4midacloprid Eluguinconazole 1-45 mdacloprid Triticonazole I46 ___ mi_ ~ dacloprid ___Imazalil 1-47 Imidacloprid . Pencycuron ----- 1 -- Imidacloprid Prochl oraz 1-49 Imidacloprid Pyraciostrobin -74 S:34186 1-50O Imidacloprid Azoxys trobin 1~-51 Ilmidaclopxid Triffloxystrobi n__ 1-52 Imidacloprid ___ Metalaxyl_ 1-53 Imidacloprid Me- aaxyl-M _--- 54___ Imiladioprid Fludioxonil___ 1-55Iiacloprid Thirni a 56 midacloprid Mancoz eb 5- Tl__Imidacloprid Fiutolani 1-55 i*xcdacloprid Teiaxane 1 I m-idacloprid Penflufen 1-60 Iidacloprid F lxapyroad - Imid-acorid B ac il S firmuo ________ 1-59 Imidac orid Pasteuria penetrans 6 Imidaclo prid Abame o n -------- 1-64 Imidclo~lprid ___ Thin odicarb ___ 1-65: Imdacloprid - Tolc:lophos-imethyl 1-6 Inmidacloprid E thaboxam

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67 iidacloprid Cpotund (.nt 68rie~nrdCompound 42___ -9 Imidacloprid ______ Compound 2 Thamidacloprid Cod5 * 'nT Imacoprid Isotiani_ 1-65 Tmidacloprid oiclIoc me 66 Imi dacloprid Furbamy 177 Thiamethoxamr Cponzole F-7 TcounazoI 62 Thiamethoxam Diphen--conazole 1-80 ThiamethOXam Tebu~conazol a 1-81 Thia methoxamt_ Prothaicnl l - 8- T I ame -e Fluqi---nc-ona l e 1-83 Thi±amethoxamx T riinaz e ___ 1-5 Thiame thoxm Peyurobin

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1-86 Thi amethoxamt Procloa' ___ 1-87 Thi amet) xam yai Irobi 1-78 Tiamethoxami AzToxy robin _____e 1-90 Thi ame thoxam MerdD 1 alaxyl 91 -im thoxm M talaxyl-M___ 2 T 1iametoxam F ludioxoni 93Thi me thoxami ___

T

h'i ra am___ 94 Thi amethoxam Mancoz 1b ---- b- 1 Thiamethoxam Flutolani1e 1-96 Tiam Alth±oxam _____sedaxane n- amethoxam Penftluf en _ 1799 Thiamethoxam Fluxapyrod -ThInaelhoxamj Bacillusfirmus 1-10 hime~xm asteuria penetr:ans ___ -180 'h methoxam Aamcn tin I- 1i II Tbianerthoxam Throicab 1-103 Thiamt-oxa- -oclophos -- methy 1 -1i Thi are thox am -thahoxam-

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1-105 ThiamethoxaM Compound_4 1-106 Thitamet /aml Compound 2 __ 107 Tia rethoxam compound 3 1-10B Tiamethoxam Compound_1 1____- 1 Thiamethoxam compound 5-- 1,1 7 hiamethox-am Orysastirobi n ~75 334186 Thiamethoxam T tiani Thiamnethoxal Pr enazole - Thiamethoxam i-clocy--et 114 Thiamethoxam. 1i Furametpyr 1-115 Beta-cyfutr -- conazol 16 Beta cffithrin Metconazole 1-11/ Beta-cyfluthri n Diphenoconazole_ Beta--cyfluthrin -Tebuco-azoe 119 jBt a-cylui___ Prothiocolazole ------ 20 jB'ta-cylfluthrin Fluquiriconazale 12 1CBat -yfluthrin Triticonaz ol 22 Beta-cyfluthrin Imaal----- 3eta-vtluthrin Ell Pencycuron '24 Beta-cyffluthrin _ Prochlorac ___ 25 Bet a-cyfluthl n Pyraci ostrobin SBeta-cyfluthAzoxystroi 11--2 Be'ta-cyfluthr.n T o rFloxystrobin 12 Beta-cyfluthrin Mietalaxyl 1-129 Beta-cyf uthrin Metalaxyl-M

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1 1 Beta -- tuhrin Flud ioxo-i 1- Beta cyfiu thrin Thiram ____ - Beta- fluthrin Mpalozeb 1-133 Beta-cyfl.uthrin Fluolnil 114 Beta-cyfluthruin sed rm - -axane-------- - - - - - - - - - - - . . . --__ _ _ _ ---------__-___ m a n c o z e b _ _ _ _ _ _ _ 13-' Beta-cyfluthlril Penflufen ---- 1 Bet-y fl---uthrint Flu-- xapyroxad 1-13-3 Beta-cyfluthrin Balulus firmus 35 -Betacfluthrin Pa u n 39Beta-cyf'uthrtn Abamectin -40 hS'a-cyriluthrn Thiodi ±jaccarb ____ 41 Be -cyfluthr - Tolclophos-m ethy _------ 14-13_, Bta-cyfluthrin E_____ fthaboxam _____- 43 Beta-cyf luthrin Compound 4 Beta-cyfluthin Comoutn 2- 1 45 Be t a-cyflutnr compound 3 146 _pBeta-cyfluthncompound 21 ' " _ _ _ _ aeta cy fl th rIL - ~ p~ i 3_____ __t-b x ---- - ------ -7 Beta-vcyfluthr in Compound 5 - ------ --- - -7C m o n l4~~~~--ItaEcyftla - n___ O-fa~ ___ Abamectin 'pcnaol 49 Abamectin Metonazole A ui1 4 3i -- --------- - _ _ --- P--- ) L i C- f Z ----- - -------- 1 154 0 ame tIn Diheoconole 11 Aba--cti n Tebuconazole 153 Abamecti -l-uquin-conazol 154 Abametin Traiiconazolea_ 152 Abamectin -mazal11

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1-156 AbacCt in Penc ycuron -------- ~--- 5 Abmein P roch ora 1-158 Abamectin _____Pyraciostrobin __ 1169 Abamectin Az j1oxystron 1-160 Abm-ei Tri-- oytrobin 1 Abamect-in Metalaxy l _M--t-a-a-y--M 1,16oAbaertin Fludi oxonil ____ 1-164 Abamectin Thirxe 1 55 Ahamecti --- Manc-zeb 1-6 Abamrectinl Flutolanlil ____ 167 Abamec tin ------ Sedaxane 1 8 Abamectin, P enfluff en ---- 1--169 Abamectin Fluxapyroxad - _ _ _ -- ---- - --- - --- ---- - --------------- - _ 1-170 Abamectin tBacillus firm-us __---- 1-171 AbamctI Pasteuria penetr ns Abamectin76 ----- 6 S34 1836 l-172 Abamectin j ThLodicarb 1 Abamectin Tolclopho -- Yt 1-174 Abamectin Ethaboxam 1-175 Abamectin Compound 4 1-176 Abamectin C ompound 2 1 '177 Abamectin Copound 3 1-7 Abamectin Cpond 1 9 Abamectin Compound 5 1-180 Thiodi-carb j Ipconazole iT-8 Thiodi carb Metconazole 1~182 Thiodicarb Diphenoconazole -183 I Thiodicarb Tebuconazole 14 T 8qh iodia Prothioconazole 18 Thiodi carb Fluquinconazole 186 Thiodicarb Triticonazole 187 Thiodicarb Imazali 1 -18 Thiodicarb Pencycuroni 1-189 Thiodicarb Prochloraz 1-196 Thlodicarb Pyraclostrobin 1 191 Thiodicarb Azoxystrobin 1-19' Thidicarb Trifloxystrobin -1-9 Thladicarb Metalaxy 1-194 Thiodicarb Metalaxyl-M 1-195 Thiodicarb Fludioxonil 1-196 Thiodicarb Thiram_ Thiodi carb Mancozeb 9Thi odca rb Flutolanil 1-1 9i iodi5car Sedaxane i-200 Thiodcarb- Penflufen 1-201 T cab Flux ra-.rb 202 Thiodicarb Baci IIus f£irmus -203 Thodicarb Pastcuria penetrans 04 Thiodicarb To'clophos-methyi -Th-dicarbEo-x-a--------- 1-206 Thiodicarb Compoun. 4 1-207 Thiodlicarb Compound 2 1-208 Thiodicarb _ Compound 3 1-209 Thiodicarb Compound 1 1-213 Thiodicarb Compound 5 1 - 1 .Thodlicarb Furametp y r 1-212 Metalaxyl Ipconazole 1-213 Metalaxyl Metconazole 214 Metalaxyl Diphenoconazoi e 25 Meta axyl Tebuconazole 216 Metalaxyl Prothioconazole -217 eI otaaxyl Fluquinconazole 1-218 Me tal1ca xyl TrIticonazole 1- 2e 1 e Itaxyl ImazaliI 1--~~s2)~------------------ Pnytrr __ 1220 Metalaxyl Pencycuron I-221 Me alaxyl Prochloraz 1-222 et alaxyl Pyraciostrobin ______-------------

-__-_-__----------

12 Me'4talaxyl Azoxystrobin ___ 1-224 Metalaxy1 Trifloxystrobin 2 -25 m tal xyl ------------ oni - - - - - -- --------------- -225 I Mtala1ixy1 Fludioxonil 1-226 Metalaryl Thiram 227 Metalaxyl Flutolanil 1-221 Metalaxyl Sedaxane -____ _____--- - ----------- - - - - ----------- 229 Metalaxyl Pen flufen 1-230 Metalaxyl Fluxapyroxad 231 Metalaxyl Bacoilius finmus 1 232 Me alaxyl Pasteuria penetrans 7 -- 3 -- - - 233 it2oyllophosmnethl1 1 -2 _34 Mtietaxyl -Ethabox. 1 14-------- - - i b~ ----- 1--235 Metalaxyl. compound 2 - - ----- - - tala- c-- - - --- o pound 3 123 Metal-axy Compound 1 1 2 Metaxcompond 5 --- --- 1 Metalaxy Fur ametpyr 2 ta x- ------- icon az le - gM e t a la x v l - M 4 -- et c o n a z- --- o l-- - 2etilaxM Diphecazole 1-24 4 Metalaxyl-M Tebuconiazole --- Z41lx Prothi oconazoleI 24 axyl- M Fluquinconatole MetalaxylMazl 24g M-t-laxVy M peronf2 24C etaiaxyl-M_ Proch-oraz -- 51 -et alaxyl- Tracolazol - MNetalaxyl- Triflo-yst -- i 255 Metal 1 axyl-Mra VI 24 F --- - Vet& 1 afl5 1 j§ -- ---- _ TRit-Ca Z ~ - -------- ---- 256 Metalaxyl-M ___ £1lcuoln-~l 258- M~etalaxyl- Penazfle 1259 Metalaxl-M F x a -yr - oad 1-260 Metalaxy 4 aclostfir -m 61 Met-- ax y Aaxs tr a pener

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262 MetalaxVy-M T clophS -metnl 4laxy-M c- oxmpor 4-- 1-26 e-alaxyl-M ompou 26 MA etalay-M copun ----- -- -----

..........

_ -- e al axvl-- copo 1 268 M--axylM C m u 5-- (S__ me t! alaxv1en-

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>0~~~ -__ etl yJ - ------ - Fltdapxln u 259 etalaxy Mi Fu--etpy 1-2 1 -a y ----. ... _ Par 1 teur1 a pe tan 1-27Eli MeTolcloph-oetny Fiio Diphenoonazo V 7 ------- ------ --- -- -- - ]e a Z ~ > - - -- - ----c o m p o u n d 4 ------ -4 -c ------- - 4 ---- - ----- compound 2 1 279 Ftalaxyl

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P -rocho ra 280 Fudioxnil Pracsxt bin 33- udioxofli Thi ooramoe__ i io _ _da xa 8 2tlucionia Petcnlue 2FuixnFluaoxad 1272 Fldioxoni Pteurapntrn -20 Fludoxon T-lloh 24 Fludoxonil thaboxa 1lu1-dioxilT pound 4 --- ----.. .. 1 78 -idoV~ lk~ -_ _ -a r ------ --I ------ 7 -dsX fi -x co a ol e_ _ 2 Fludioxonil com py -- o -272] _ _ n acI ----- -A ------- -- t - ------- 1 ---- 28 -taOCL- __ I /3 Fudi-X~ll~ rieum ______ 5 ~ ~~~~ -'u io ei -------- an -- -8 - _ n- -- - prcn!, jocn az- -e 24<1~~~ l- "cn - - - - - - - - - ------py-- - --- 1. 2 8 -------- '1 -_ - ------ S p-n-----. 1 ~~ ~ - -_ _ - -- - -- - o l- --- -- -- ri to c p h s - e t i I2"d9.1 C F d O n i -t a o r --

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1 ?9 lu't o1 -o-po-n 2 T 23ch oa 3341 66 1-294 Fludioxoni compound 3 1-295 Fludioxonil compound 1 _____ l296 Fludioxonil -comund 5 29' Fludio onil ------- -- - -- 2 u Pe o ole Pyracietrob 1 298 Ionazole Axytoi 3% cp-onaoe Trafloxyetroblfn 1-0 ____ Ipcona ole Thiramr t1-30' Iplconaz(ole ___Flutolanil _2 1-0peonazole___ __ Sedaxanle 30rioa enflufen__ f 30y 304 0p~ H Z 1 ---- ----- r ri 306. PconaroleBailsfru 302 )nconaz Paseura pnetan 30 Ipconazole Tolclophos meth 1 __ 30 9 Ipocona zolP ___ Ethaboxam ~ 1210 Ipconazole - compound 4 11 l ponazoC e _ compound 2 __ 312 -pcrazol.e C omun 1 1pconazole - compound 0 1- - ----- Metcnazolee Azoxystrobin 32 Metconaz o -- Pe- nflufen on. ---- --- - --- -- - --- -l x a y o a 1 327 Metc-onazole Flu t~xysroadf -30 ecoB us firmS 32-etonz role pasteura penetrans 32 M~ etonazole Tlolp os-methyl 3 Metconaznole -- Fthaboxam- 2 Metcoazol cmond 4 28 Metconazole compound 2 -a -etona ol C-- - ---- ---- 30 / MetLonafle compound 1 32 --- Dipheno -----onaz---le Pyraciosztrob ln 33, Dienonzole Au'oyitobin _ 334 ieocnaol Trfoystroin.. 1-3- M pcon no le i fa m -331 D ientc azol e Flutolanil 5 1 ------ iph enon-az l e--- Secaxane D enczole pe -- flufen 2339 D ;Of luaxayroxad 340 DietniooaoeBcilsfru -ipoPasfteuria peetran I34~ niphenoconazole C. ompou Die oconazole Compoun------ ---- 639 Di enofzole opp oun 3 1 - 3 6 D ip he n Oc o n O l e o p- -o ------ --- 1 - 3 4 8 D i- h e n o on n a zo le -aC o lp o un d ir- ---- s41 'ProehioconazLOle Pys:racst rnfl 352 ~Prticonazole Tia -- 2 -_ _ h O 3 - C tf ~ 135 p_ 2n-ponioconazole redad 3cipouid 3 DL -- ---- --- -n- -- - - c o r n o u nl d I 1 3 Da~mOOC~fOD~IC ompouflc- 15 __ -L 33 e~i cohna cofl le -_ _ -- m-o-----

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1 II 8 r -ro i c o f &z ole ----- -ri -----ilf .s ..

o........L~l Thxp --- - --------- m---- - - M'sj- 3r t 'oc r r l -1t1 l

------

13 5C. -t~7j -ooazo eh reama' 3 3413 6 P355 rothioconazole Pentf lufen 1-356 Prothioconazole Fluxapyroxad 1-357 Prothioconazle Bacillus rmus Prothioconazole Pasteuria penetrans -39Prothioconazolea Tolclophos -methyl 36 Prothioconazole Ethaboxam 361 Prothioconazole Compound 4 362 Prothioconazole Compound 2 E-3 Prothioconazole Compound 3 364 Prothioconazole Compound 1 ~Prot h oon azole Compound S 3 i-366 I F ipronIl Tefluthri n -37Imi:dacloprid tflutrin .3 3 Ca x.b oxi n 'IThIi- r an 369 Pyraclostrobin Fluxapyroxad -370 F. utolanil MancozEb F~wcoincnaaoe broclhloras [0120 Table 10 u aher of Combinations of cormounds combinar on 2 Combination of 1-14 Pyraclostrobin 2-2 Combination of 1-14 Azoxystrobin 2-3 Combination of 1-14 T2rifloxystrobin 2-4 Combination of 1-14 Compound 1 2-5 nominationn of 1-14 Metconazole 2-6 Combination of 1-14 Prothioconazole Combinat ion of 1-14 Triticonazole 2-8 Combination of 1-14 Tebuconazole 9 Combination of 1-14 Diphenoconazole 2 -10 Combination of 1-14 ipconazole 2-11 Coination of 1-14 liophanate-methy 2 2 Combination of 1-14 Fl udioxoriI 2-13 Combination of 1-14 Tolclophos-methyl 2-14 Combination of 1-14 Thiram 2-15 Combination of 1-14 Captan 2-16 Combination of 1-14 c arboxin 2-1~/ Combination of 1-14 B oscalid Combination of 1

-

1 4 fTThiabendazole Combination of 1-14 Ethaboxam 2-20 Combination of 1-15 Pyrac.ostrobrn 2-21 Combination of 1-15 Azoxystrobin 2-22 Combination of 1-15 io/ Combination of 1-1 Compound 1 2 24 Combination of 1-15 Metconazole 2-25 Combination of 1-15 Prothioconazole 2-26 Combination of 1-15 Triticonazole 2-27 Combination of 1-1 Tebuconazole 2-28 Combination of 1-15 Diphenoconazole [.2-29 Combination of i-IS pconazole 2 30 -- Combination of 1-15 T~hiophanate-methyl 31 Combination of 1-15 Fludioxonil 2-3 a __ _Combination of 1-1 1ToIclophos-nethyl 2 43 Combination of 1-15 Thiram 2-34 Combination of 1-15 Captan __ 2-35 Combination of 1-I5 Ccarboain 80 $34186 2-36 Combination of 1-15 Boscalid _ 2-37 Combination of 1-15 Thiabendazole 2-38 Combination of 1-15 Ethaboxam 2-39 Combination, of 1-18 PyraclostrobiTn 0 CoTbination of 1-13 AzoxystrObnl-r 2-41 C omi nation of 1-18 Trifloxystrobin. 42 Combination of 1-18 compound 1 24 Conbnation of 1-18 Metconazole 2-44 Corbiation of 1-18 prothiocona-zole . 1 - - --- -- ----- -- -- --------- --- - -- - 2-45 Combination of '-18 Triticona2le 2- 4 Combination of 1-18 Tebuconazole 2-47 Combination of -18 Diphenoconaizole -- 8 Com-bina tin of 1-.1 Ipconazol-e 2-49 Combination o 1-18 Thiophanate-meth-l 2 50 C c, m. b a Combinatior i 1 18 Fludioxoil 2 Combination of 1-18 Tolclophos-methyl 2-52 Combination of 1-18 Thiram 2-3 Combfination of 1-18 Captan 254 Comination of 1-18 Carboxin 2-55 Comination f 1-18 Boscal id _i SE Combination of 1- 1 TIhiabendazole 2-57 combination of 1-28 Boscalid 2-58 __ Combination of 1-28 M etconazole 2-59 Combination of I - 2 8 Ipconazole 2-60 CombInation of 1-28 Triticonazole 2-61 Combination of 1-28 Tebuconazole 2-62 Combination of 1-28 Thiabendazole 2-63 Combination of 1-28 Carboxi n 2-64 Combination of 1-28 Penflufen 2-65 Combination of 1-28 s-edaxane Combination of 1-28 Fluxapyroxad- 2-67 Combination of 1-28 _ -uopyram ---- -- 2-68 Combination of 1-28 Thiram 2- 69 Combination of 1 -233 Metcorazole 2-0 Combi nation of 1-27 Ipconazole 2C-71 Cbnation of 1-14 Compound 5 2-72 com;ination of 1-15 Compound 5 2-73 combination of 1-26 compound 5 23 combination of 1-90 Fludioxonil 7 Combination of 1-91 Fludioxoni. 2-76 Combination of 1- 52 PyraclostrobnA., 2 - Combination of 1-53 Pyraclostrobin 2-7 Combination of -52 T-ifloxystrobin 2-79 co at ion of 1 -5 TrifLoxystrobin ------ - -~~ Co-bination of I 216 Penflufen 2 -8 _I------- combination of 1 --4 B, bacillus fiormus 2-82 combination of 1-52 Tebuconazole ------ 2-83 -Combinai on of 1-53 Tebuconazole 2-84 Combination of 1-42 Triazoxide 85 Combination of 1- Mycrobutanl 2-86 _____ Combination of 1-53 Mvcrobutani.1 81 S34186 [01211 Table 11 Number Combination of compounds of± combiilanat ; Combination of 2- pyracostrobin Copond_1 -ioof2 Pacloistrobi n Tolc ophos-m-ethY ininRE f2 5- yalsrbn Metconlazole 3 c inti of 2 Pyracstrobin Metalaxy----- 352 CombinatiOn of 2-1i ;Pyraclostrob'f Mdetconlazole 3-4 Combination of 2-57 Pyraclostrobirn Metcoaoe bir ari f 2-1 Pyraciostrobi n compound 1 nation of 2- Y yraciostrobin Compound 1 - 7 Cobination racostror. ,Tollophosmethyl ______ - - -4-- 0 CobinainnOf 2-36 Pyraciostrobin ocoho eh 3-1mbinition of 2-10 Thira 2 ~ ~ ~ ~ ~ P Cobnto o -4 Tiloxstroin 3 Cointinof 2-36 Trifloxy-trob-n- 14 Cnbinationof 24 Ti--floxystrobin - -oination- of 22 Co-pund 6 3omintin f 2-3 Aostroi C or ina:iof a- 2yl -- ----- t~ i - ------

---

combination of 2 -23 Thiabendazol --- ombinaon ot TrifloxystrobLn --- - - - -- 3o a 2 Azoxy- t rb - 2 Crrbination of2 Thiabendazole -- 321 oTriation of 2-9 rfloxyZtrobin -ompound- 3- combi iont 2-149 Azioxvstrobin compound 1 3- ombination f 2 20 Thiram ____ Compound1 34 nation of 2 -29 T--ollopho methy 2 cmbcination- of 2- E -thaboxa- Compound 1 3--26 Combinacitioni of 2- Copund-- - 5 27 ,omiatioxn of 2-23 iphoct onazle----

--

32 Cominaion of 2-24 Diphenocnazole 3 30 Combntion of 2-9 Dipenoconie- --31 Combinati on of 2-63 Dihoconazole 32 43 Combin ian of 2-61 Dipfl o c o n--zole 15 3 Qombinlfati~On of- 2 62 Diphen0caole~ - 3 54 rombination of 2-63 DiphenoCcnazole 3 6 Combination- of 2-6- Diphen oon zo e 3 37 combination of 2-66 DiphenOCnale

-

3 4- ombnation of 2- Di pcrofLdheno zo e -p------- 9 combinations of 2 D iphencnalI of 2-19 Me-itCOale2)- Dioazole - mobiadton of 2-: pconalZOe DiphenoconlaZOle amsnatnlof /9 ohabnaziOle Diphenocfozole 3 43 Combiation of 2- 2 bconazpenoconazole 346 Combinatior of 219 Tibendazfle Dipneniocnazo~ 34 Cob ination of 2-9 Cdarboin Dphenooaz--ole 3f 4

-

lu d -phencnazole 46I Combinationf tof 9 FapC& feuoa~~e,_ o2-9 Tsdaan Dipenoonaol -4' [c ombinati on o-- -- - 'IP '3 - --- fux vroxa DenocS C r' a 2 - Pv--- -a - -onaz o e 3-4:cmbnation O 25---- -----. .... --- -f 2 49 T u o y a D i p h e nc o a .... .. 3 -29 Com na o 'f ) - na in en co az l 3-0 ComNnation ol1 5 n'ir--- -- Co b n in o 2-6 1 Pyr-l-trbi - pconaz--le 52 Cambina tion o 2 36 PyracloAtrobin I paoazole 82 S34186 3-53 combination of 2-57 Pyracostrobin -p-o 3-54 Combination of 20 Trifl0xytrobir 3-55b Combination of 2-29 TrifloxystrObifn 3-56 combination on 2-59 rifloxy-trObin 3:ownnat on of -19 pe-onazole _ Tr- if 2 o n 35 Combation of 229 Azoxytrobin 59 Cmb n On of 2-59 Azoxytro bin 60 combination 219 ipoconazole Azoxy-tob n 61 Combnation of 5 compound I 37arboxinO 3 -obination o 2-5 Compound 1 Penl 3- Comination of 2-5 compound 1 Sedaxane 3 64 Co m t on ~ 2-S Compound 1 F- -y-o-d 6 o~ Com'nati of 2- Compound 1_ luopyram 66 Combnation of 2 compound 1 oxycain :-3 62 Combination a o± 5 ompound_1 Thiluzmid 68E - Combination of 2-5 compound Ti-'Futolanu ______ -o binatio o f2 5 Compound 1 ---- -en-CE- 9 1-73 iCombination of 2-5 Compound IFludiOXOn L Coinatin of 2-2 compound Me tconaoe - combinatioof 2 32 Compound- 1 TebuconaOe a 3uomiat t of -3 Compoundo 1 Diphenoconazo~lG 3 4 4 rntOf2L opud_1 Tritcoazoie ____ S Combiationl of -32 ompou 1a i cmbnatonof 2-52 Copon --- Imaali 3 C ombintion of 2-32 Copound 1 ri adi-me-o- 3 Fluqu 1mnconlazole 3- Cominatio. of 2-32 Compound I u ram 3 8 Combination 2-3 (1 Co1pound 1 Prochloraz '9 rn~fa' o - 32 Co und 1 Prothioconlazo 0 3 -9- om inaio-o--3--mp 80 Combination of 2 32 Compound 1 3-i Combnationf of 2-33 Compoundi ihiniconazole -M __ 3 9 ombination of 2 c Compound 1 Ipcn-azol 83 Cumiinaci~n of 2 32 compound 1 C ypoconazole 284 Cowbinationl of 2-' compon - r~cnt~ - --- - - -- -------- - ---- - - - - - - - 3 85 Combinatiof 3r ca compound 1 Carboxin 3b6 Comntion of- 2-32 compound 1 Penflufenl______ 67 Combinatiol o 2-2 Compound S edaxae 1388 Combination of -3 compoundI 1 luxapyroxaid---- 4 89 omination of 2 -2 _Compound Fuopavx loun 1--- 7xca bo i

-----

-9 Combinaton of 2 pucaoll 1391 Comibination of 2-32 compound 1Fludaoxonlil 39 >'ombmiaton of 2-32- compound Thir am Comimnatiot o- 232 compound

--

Combinai on of -32 compound Tniophan a -methy o inal ti 00 3-__ c-mpo-iitid I -----... - - Combinat-n-o-32 (Compu-nd 1 Tn aben dazole _ Combnr-ati"P of 2-i3 ompound 1 Metconao- e- -- --- ------ - - Com ound I T ebuco ena o l 7 9f 2c na3-

--

t-ion cA 2- - -mpound ------ ar-oound 1 Diphenconazo e--- '3 -g combination or 13 omp I -f -------l---le 3 100 Combinatior of 14 Comvnound 1 Imar-ai ll __ 1 Combtio tof 2 13 Co~mpound Tria-dimeno -__ 1-2 Combinatin of 2 1- Compound 1 Fl-uno-z e o2 compound 1 Prochloraz -3 0 C nomination of 2 - _mp -- I -r--h'-----a--kJ

-

d- 1- - --- --- ' rothocoazoe 32 - combination of 2-13 cmpocl tI ----- j-___ ...... --- --- Cono 3 rpoound 1 Dini conaZo e 107 Combination of 2-13 c -mpound ----- fla-- ----nd-- 1c a D ini. .conazl e -M -106 Corbn tion o 3 ompo - 0 combi ,n of 2 - CopudIpcnazole ---- Co b n t o of - z,3- e m ou dcyproconazo le

----

3-109 CDovmbinatiO of 2-3 -o-pound 1 - Tetraonazole L - Co nat- n of 213 impound 1 Carboxin rombindto of 2 323 compound Penfufen 3 112 combinatio of -2 Compound 1 Seidaxane 83 S34 186 3-3 om-bination of 2-13 Compound I Fluxapyroxad ....... 3 -114 Combination of 2-13 Compound 1. Fluopyram, -------------- 3-115 Combination of 2-13 Compound 1 _ oxycarboxin 3-116 combination of 2-13 COMPOuand 1 Fludio,-xonLil 3 -I1 Combination of 2-13 Compound 1 Tirnm c onbination of 2-13 Compound 1 cantan 319 Clombination of 2-13 Comfpound 1Ihohnt eh '1Z ~ ~ ~ ___oun I__~m -- --- 3-2 Cminat-ion of, 21 Copud1Tibnazoie 3--121 Comnbination of 2-69 Comon I ------- xadixyl ------ 3-122 Combination of 2-9 - Compound 1 Hy-ao 3-123 Combination of 2-69 Compound 1 Fenantdone 3-120 Combination of 2-13 compound ACymoxani e 13-1 2 omination of 2 69 Compound 1-oilid- 3-126 Combination of 2 70 Carboxin 3-127 Combination of 2-10 Tolclophos-methyl Carboxin 3 -28 Combination of 2-10 To1c1ophos- methyl Ponflufen -_-------- 3-129 Combiiation of 2-10 TQllophos -methyl :sedaxane 3-130 combination of 2-10 Tolclopos- mehnyl Fluxapyroxad 31 -mation of 2-10 Tolclophos-methy Fluopyram E .-. -_-r__ on ..-----.---- l-p-o-----h----..---- -- 3-132 Combination of 2-5 Tolclophos-methy Comination of 2-5 Tolclophos-methyl Azoxystroi _in 3-134 Combination of 2 - Tolclophos-methyl Fluoxatrobin of 2-5 Tolclophos-methyl Trifloxystrobin 3-36 Cmbntinof 2-5 TO l]phos-methyl Pyracilostrobin 3++37 Comnation of 2-5 Tolclophos-methyl Orysatsrobin 3 3 C ombina t ion of 2-5 Tolcl ophos-methyl C arbo i n 3-139 !Comination of 2-5 TO lophos-metnyl Oxycarboxin 4 Combination of 2--5 Tolclophos-methyl Fludioxonil_ 3-141 Combnation of 2-5 Tolclophos-methyl Thiram

-----

3-142 combination of 2-5 ocophomethy Captan 3-143 Combination of 2-5 Tolclophos-methyl Thiophanate-methy 3-144 Combination of 2-5 TolIophos-methyl Thiabendazole of 2 - 5 thaboxam 3-146 Combinaton of 2-F _aoxam Tolcl ophos-methyl 3-147 Combination of 2-38 Comnound I Compound 2 -1s Combination of 2-19 Compound 1 Compound 2 3-149 Combination of 2-19 Compound 5 Compond 2 3-10 Combination of 2-38 compound 5 Compouond 2 3-151 Combinat on of 2-19 Ipconazole Compound 3 , 5 omination of 2-38 ioconazole compound 3± 31 combination of 2-19 c -oon ole Compound 3 3j16 Combinarion of 2-38 Flconazole Compound 3 3-16 Combinatior of 2 -9 Tolclophos-methyl Compound 3 3-15 Corination of 2-38 Tolconzol-methy Compound 4 356 Combination of 2- Compound I Compound S 3167 combination of 24 3 Compound 1 __ _Compound 1 __ __ 3-16 Combinat-o of 2-19 Iompound C d 69 Combination of 32--1 Compound 1 Compound 5 3-17 combination of 2-19 B oscnld Poamposonnd 3 etonaz 3 162 Corvinra~ o cn of 2-38 Fl o xnia t mond ------- - 1 ------- ------- -1u C m~il6L~flor - Compo ----- C__! pooundS -164 orry.in a tr o f 2 -19 cololopoos ;res Compoun - i 3-6 nomination of 2-3 Floootir 'ICompnound 3 ______ t-IG Combtuna -- ion of 2-138 compourO 4 i__Compounld S o-t nation of .2 - 19 I o a----- 1 C------------___ __- 3 10 '. donation of 22813 Boscalid __l__ joyrae -1o3 4robin-i-a-t-on---- 3-171 jombdnation f 2-19 Boscalid jPyraclostobin 1pconazole 84 S34186 -i - Combination of 2-38 Bosalid yrac~ 1 otrobin Metconazole 3-173 combination of 2-19 Boscalic Pyraciostobin Compound 3-174 Combinatio n of 2-38 Boscalid Pyraciostrobin Compound 1 C- 7 Combination of 2-19 Boscalid Pyraciostrobin Tolclophos-methy 3-7 o'bhnaton of 2-38 foscalid Pyraciostrobin Tolclophos-metny 13--177 Combination of 2-32 Compound 1 Metconazo e xaix 3-178 oination of 2-32 Compound 1 Metconazole HyexaOzo 3-179 Combination of 2-32 Compound 1 Metconazole Fenamidona 3 combination' of 2-32 compound Metconaizole ymoxanil d. ombination of2-32 Compound I Metconazole Fluoicolide 31 Combination o 13 Co-mpound 1 Metconaz'ole Knandixyl combination of 2-13 Compound 1 Metconazole Cyexaol --- 18 Combination of 213 Compunad IMetconlaZ~OMmzolenmde 3- 55 yomnbinjat onor 2 13 compound 1 Metconazole ymoxanil 18& Combination of 2-13 Compound1 Metconazole Fluopicolid 3 1 Combinat ion of 2- Ethaboxam Tolclophosmethyl Azoxystrobin 3-8- Combnation of 2-a Em!taoxam Taco p o -methyl- Fluoxastrobin 3-189 Combirnation of 2- thaboxam Tolclophos-+ethyl Trifloxys robin 3-190l Combinlation of 2- 'I otaboxamr Tolclophos-methyl PyraclostrObin 3-191 Combination of 2-5 Erhaboxamn Tonclosmethyl cryaastrobn 3-j1 Combinlationr of 2 Ethacboxama Tolclophos-methyl Cr box in _ 3-93 Comnation of 2-5 Ethaboxam Tolclophos-ethyl Penflufon -91 Combination of 2-5 Ethaboxtam TocopholS-i-&1 Secdaxane -le V l -ois-m y --------------xa -- -195 Cowlhination of 2- I __ lthaboxamo Toclphs-etylFlxarxa Combination ~f 19 pconaole omound 2 sFluopyra 7-17 Cominationi of 2-38 Iloconazole Compoundi 2 ioxycarbox'in 3-198 Combination of 2-19 Oetconazole poundsd 2 Fludloxonil a 1 9 9 Combination of 3 Metconazole Compound2 T iram 3 a- 3 Combination of 2-19 Tolclophos-methyl Compound 2 Captan 3-21 Combination of 2-38 Tolcophos-methyl Compound 2 Thnophanate-methy 202 Combinauian of 2-19 Compound 1 Compound 2 Thiabendazole -_ __ L -- ---------- -------- - - - - -- -203 combination of 2--72 etconazole __________ 3204 Combination of 2-71 Metconazole ____ -_ -I ---- --- ---- -- -- - --- -- 205 C__ nomination of 2-73 Di~phenocona zole ____ 3206 1omination' of 273 TiticonazolTTTTe-- -- - : 0 Cmbnton- of 2-73 3TebonazolelplF.m 3-2 Combination of 2-73 Thiabendazole 3-29 o 3 Carboxin 3 212 Combination of 2-73 Thiram Penflufm -I Co ambition of 23 Captan - -T-E1_ 322 onrrination if Z 1_ Compound- 1_____ ______ ----------------- r______1 --- ------ - ------- H 21 C' ombination of 2 72 Compound1 1 - - - - 3 2' combination of /-7 Comfpoundt 1 3-15 Combination of 2-71 TOlClophOs-Omethy1 _l__tl-- 3-216 Combination of 2-72 Tolclophos-methyl -_______ 2bination of 2-71 Captan------------- 218 natin of 2-72 Captan 3-219 Combination of 2-72 Ethaboxam Metconazolo ... bxI 3-228 Combinatio of 2-1 lethaboxam Compound -- Fad____ 3-221 Combination of 27 Etbaboxan C__ Tolclophos methyl - 3-23 Combi. nion ot 2 1 Ethaboxamn Ipconazole ___ 225 Conmbination of 2 7l Tolclophos-meTth ri ticonaz 2 --------------- - ----------- - - ------------- 326 combination of 2 7 Ethaboxamr ____DTebuconazole ___ 2 xitnation of 2 7 Ethaboxam Thiaondazo _________ -260 ICobina' on of 2--72. Pethoabo __ Tbcnzle____ 3- 22 Combination of -1 Ethaboxan Carboxin ---- 1 3-229 Combintion of 2 3 Ethaboxam Thiram 206 combination of 2-71 thaboxam tanj 3-231 Combination of 2-73 Ipoi __n a zol e 85 p34186 232 rombination-of 2-:1 FlucioxrnI ----- AzxytrobiA Prt'ioconazole lodioxobil P rothioconazl 3-233 Cobination of 2-71 Fludioxoni Pyrao

-

3 234 omb-ation o- 2-i Fludioxoni Tr---- Ofltxbstro in Proth 'onal 3 2 3 t obinaion "f 2- Fludvoon Tu strobin Proth- ocor,,z ol I236 Coxbtiti~lof2 2-71 Fludloxon A__ zoxyott obi T it conazole 32 combination of 2-71 Fludioxonil Pyraclostoi -Tit-conlazo 38 i3 Coinatior~~6 2-71 Fludioxonil Triflcxystrobinl TritCionazle 3 239 combination of 2-71 Fludioxoni !Fluo:atroin r-ticonaZOle C combination c 2-71 Flidroxo'nil Azoxystrobin. __ Tebuconlazole __ 3 24 Cominatxon of 2 :1 Flfoxonil Pyraciostrobi -Tebuconazole 2 42 Combinatic of 2 '1 Fiuditoxonil. rFlxytrorn TabuconaZol -243 --- bi On of 2 71 Fludio i otrobin Tuconaz0 e 24' rCombination -f 2 - Fud-ozoxystrobin Diphenoconazol 32'T5 Combinatio of 71 Fludioxoni____ PyraclOs t robin D'iphenoc~onazOle 3 46 Combirnaion of 2-'1 Fludioxonlil Tri±floxystobinl jDiphenoconaleO C ombinatio of 2-71 Fludioxorl luoxastrobin jDiphenconaz le 3 -8 Comhnatio-o of 72. Fudioxui Azoxystrobint Prothi oconazole -49 Co-crbnation f 2- 7 udio on "! Pyralos robin Protho olea 2. C combinatiOln of 2 Fuioxoni Triloxystrobin PrOthicoazole l l uoxastrobin Proth-ocona--- - 2 2 Com bm ration of - 2 lundioxonil -uo-------- -!T Co tion f 2 Fludioxoli Azoxystrobn Triticonazole 25 Combation o2-712 Fludioxorl Pyraclosrobin Tr ticonazoe 3-25 Cobinaon of 2 7 Fludioxonil rifloxtrobinl Tr ticn-azole 2-- C-mbinat of 2-72 Fu udoxonil Fl-oxastrobi Tritcona ole -2 4 ombination of 2-72 Fludioxoiul Azoxystrobin Tebuconle- -7 Combinat-iof 2fl5 F udioxni --- Pyr ostrobin Tebuconazl 51 Combination of 2-72 Fludioxoni - Tr-- iloxy troi- n Tebu-coazOle j2t9 uCmbiatio of 272 FludiXonil -Fluoxastrobinl Gebultfcnaole___ [ 2q Coinatio n of 2-2 (Fludoxol-l Azoxystrobin Ciphenoconazc e -~~~i Pyaistoi Dip-- -- --- enoconazeole 3 -21 Corbinaltorn of 2-1 Fluaioxoni -,bin ----- le 22 Combina n ot 2-' Fiudioxonil Triflgxys tin)i UDphenoconazl e 26-3 Combinatn- of 27 Fluioxoi Fluoxastrobin :Lphenoconaole -2 64 dombination' of 72 1 T ompound_1 Compound 265 Combination of 2 7-Pyaciostrobin compound 2 __ -O 3-266 -ombination of 2-72 Azoxstrobin Compound-2 -2 - Cobnaton of -- Trifloxvyrrobifl Costrobin mpound2 3- 59 conbiration of 2-7 Metonazo Compound 2 3 26~ mbinaion of 2 Prthiboconzole Compound_2 37 C/ ombination of 2-71 Triticonazole Comp'oundc 2__ .321 Cobinaion CC 271 ebuconazole Compound 2 3 2:2 combination of 27 phenoconaz0 Compoun ____ -- P Cu215 Com2-tion of 2 71 ipeonao c omrpounci 2 __ 24 cobination of271 Thiophanate-mthyl Compound 2 __ 3 275 combination o 2- Fludioxnl Compound 3-2 Coriti on of e71 Tolcloho-mefth~y Compond 2___ ___ iruaa-___ _ 3-27 Combination oI 71 ± hiuram___ Compound1 2 ___ >28 ComYbination Aof 2 71 iCaptan ___ Compound 2 3-279 Cobination of 2 71 Carboxin ____Compound2______ 3--280 Combnation of 2 Penfluern Copounc- - - 3-281 Cormb -on o2 71_ sedaxane- --Com- found 2 2 > "moinatin of 2 71 t-luxapyroxad Compound_ 2 83 Comb~randon of -7P Fluopyrum Compound 2 __ 284L Combination of 2-71 Boscalid Compound 2__ 285: Combirati-on0 of4 7 1Thiabenldole~ Compouna 2 ___ -3 28 Combination of 2-72 CompoundI 1-Com-pound 2--- 3 28 ombinationof 2-7 -- raco-strobi Compound 2 28% hombtinati'on of 2-72 Azoxystoil Compound

--

3893 ombinatll of 2 Tif oxytr obin Compound 2robir _ 3-9--o-b at i of 2-72 Meictcona& ol Compound 2 2 combinN-rion of 2-72 Protiocnazole Compound 2 ----- 3-92 Combination of -72 Triticonazole Compound 2 c:Lon J 86 S341 85 6 1-29 Cobintio of>72 ebuonaola comound 2 3-294 Combination of 2-72 Diphenoconazole Compound 2 3-295 Combination of 2--72 Ipconazole Comppond 2 3-296 Combination of 2-72 Thlophanate-me-hyl Compound 3 3-297 Cobination of 2-72 Fludioxonil Compound 2 3 -299 Combination of 2-72 Tlclophos-methyl Compound 2 3 299 Combination of 2-72 Thiuram Compound 2 303 Cobinationg o2 2 kata Compound 2 _ -- __ 3-301 Combination of 2-72 Carb xmn compound 2 '2-302 Combination of 2-72 Penflue Compund 2 ____ 32 3 Cominaio of i $cda'3an Compound 2 ____ 3 304 Combination of 2-72 Flxaproxad Compound 2 3305 Combination or - 2~ Fluopp aim Compound2 2___ 3-306 Combination of 2-72 Bocalid Compound 2 3 -30 Combination of 2-72 Thiabendazole Compound 2 3308 Combination of 2-71 Compound 1. Compound 3 -309 Co-mbination of 271 Pyraciostrobin Compound 2------------------------ 3-301 mbination of 2-72 Azoxystrobin Compound 3 3-311 Combination of 2-72 Trifloxyotrobin Compound 3 ______ 3-12 Combination of /-7 - Metconazoie Compound 3 i3 33 Corbination of 2-72 Protioconazole Compound 3 314 Combination of 2 7 Triticonazole Compound 3 3- Combination of 2-72 Tebuconazole Compound 3 3-1 Coombination of 2-71 Diphenoconazole Compound_3 3 -3a Combination of 2-7 IpConazole Compound 3 3 2 9 Combination of 2-71 Thiophanate-methyi compound 3 3 319 Cobination of 2 7' Fludioxon il Compound 3__-_------------ 3-32 : Combination of 2-71 Tocilophosmethyl Compound 3 omnation of 2-71 Thiuram Compound 3 32 Comination of 77 Captan compound 3 3 323 Combination of 2 Carboxin Compound 3 324 Coinato of 2- 7 Penfiufen Compound 3 3-3 $ donation of 2-7' Sedaxane Compound 3 3-326 Combination of 2-7 Fluxapyroxad Compound 3 i332 Combination of 2-7- Fluoram Compound 3 3-326 iCombination of 2-7-1 Bposcalid Compound 3 1332 Combination of 2-71 Thiabendazole Compound 3 ------- -- ------- -- ----------------- 3-333 Combination of 2-72 Compound 1 Compound 3 ------------- 3-331 Combination of 2-72 Pyraclostrobin Compound 3 3- Combination of 2-72 Azoxytrobin Compound 3 3 .333 Combination o 27 Triflox y-trobin Compound 3 T 3-334 Combination of 2-72 Metconazol Compound 3 13-335 Combination of 2-72 Prothioconazole Compound 3 _____________ 13-336 Combination of 2-72 Triticonazole Compound 3 ------------- 3 mrbinaion of 2-72 Tebtconazole Compound 3 3 338 Comgination of 2-72 Diphenoconazole jCompound 3 3-33 CoTminaion of 2-72 Ipconazole }Comyound 3 3-340 Combina t ion 1f_2-72 Thiophanate-methyCompound 3 3-34. Combinat-ion of 2-72 Fldioxonil Compound 3 -_--_----- 3-342 Comb nation of 2-72 jToclophos-methyl Compound 3 ~ " C~b o -on of 2 72 jThiuram Compound 3 3344 C onbination of 2-72 Captan Compound 3 3_34 Cmbinatio o 22 'Carboxin -- Copound3 3 34 Combination of 2-72 Penfluf en Compound 3 3 34 / Combination of 2 72 Sedaxane compoundd 3 3-3 2 Combination of 2-72 Fluxapyroxad Compound 3 3-349 Combination of 2-72 Fluopyram Compound 3 ------ ! - ------------ - - - 3-38 Conmbination of 2-72 Bosca lid Compound 3 3-351 Combination of 2 -2 Thiabendazole compound 3 3 2 combination of -71 Compound I Compound 4 53 3 Combination of 2-71 Pyraciostrobin Compound 4 87 s 3 418 6 354 combination of 2-71 Azoxystroin ICompound_4 3-35 Combiniio of 2-7 Trflo tobin --------Compound 4 - 3 -356 5 Combnaio o 2I Meton 4l ---- und

;

5 ~ - mbination of 2-7 rot tconazole Compound I 3-357 Combir aton of 2- 1 Pritivonazole Compound 4 --- - 5 Combi 3on of 2 Te bu naole COmpOUnd 4---- Combi-n of 2- I phenoconazoleO Compound 4 _1 3-361 Combination of 2 -71 pconazole compound 4 --- --- 3-362 combination of 2-71 Thi ophanate-methy compound 4 363 combination of 2 71 Fludioxonil Como un- 364 combination of 2-7 Tolclo -ethyl Compoun 4 3-65 Combdion of 2-7 'Thiuram Compound 4 C's oination of 2-71 Captan C 6 Coriti on ofA~ 7 i carboxin compound 4 __ F368 Comination of 2-71 penflufen C___-omapoun 4 3-369 Combination of 2-711 Saane Compound 4 3-37 combination of 2-7 Fluxarxa d --o--mpound 4 ___cmbn _ri of 7 Flopra Compn J4 3 2 Co7 i-itionof 2-7 Boscalid Compound 4 -- 373 Combination of 2-71 hiabendazole Compoun S~37 ombinr ±i of 2-2 Compound 1 C__ ompountd 4 ___ 3-37 Combination of 2-72 Pyraciostrobin co-pound 4 _ ----- 3 376 mbo-ination of 272 fr A oxytroi> C2ompoundi 4 __ -377 donation o 2-72 Tri-xstroin Compoud 4 --- C7bifraionl 2~z-7- 2 Met-onazoe rom-pound 4 37 9 ordination of 2-72 trotioonazole Compound 4 -- 30 - nomination of -72 [Triticonazole Compound - 3 3 Combination of 2 2 TebuconazoLe Compound 4 -352 Comnbanationl of 2-2 Ixnenoconazole Cmpoundl 4 ____ 383 Combin'aion of 2-72 ipconazole Compouind 4 36V4 comination of 2-72 hiophanate-meltthyl Compo-und 4~ 3IE- Combnatio tof 2 Fludioxoni] Compound 4 3-38 Combination oC 22 Tolclopho-meC'thyl Compounrd 4 ___ 3- Combination of 2-72 Cariuram Compound 4 1 3- 38 Combina--tion of 2 C--ai Compoun- 4 3 9 Combinationof 2-72 Carboin Compounci 4 -390 combination of 2 -7 Pen lufen Compound 4 3 39 Comb&nation~o 2f- :i Sedaxne ___Compound 4 ___ 3-392 Combination of 2-72 Fluxapyroxatd Compound4 13-37 Co-on I---- 3-37 nobinato a 2-72 Fluopyram compound 4 3-34 Comination of 2 7 Boscalid -omp ou C5 395 nmbination of 2-72 -Thabendazole Compound 4 --- 3-36 Cmbination of 2-74 Azoxystrobin C Abmoectin S eda a no 3-397 Comiation of 2- Azoxystrobin Abamectin sedaxane 398 ombint -on of 27 6 Fluxapyroxad--

---

39 iCombination of 2-727 Fluxapyroxad ______4__--- 3-400 Combnaion of 2 81 1 Fluxapyroxad 3 4 01 combination of 2 78 Penflufen - -------------- -402 combi na tio of 2 -7 penltufe' _n_- .3-403 Fipronil pyraciostrobin !Thiophanate-zmetnW Fluxapyroxtad -404 £luxasobin rotoconazole Tebuconazol razon de 3405 c'ombinati on of 3-3983 Sedaxane ___ N6 Combination of 3-39 Sedaxane _ 3o i of--- 2 -r-if l ruap yroxad h 3-408 Combination of 2-86 TrifloxyStrobin F-luxaproad hiodiocarb 3-409 Combination of 285 Pyralostrobin -Fuxapyroxad - Thiodi 3-410 Conbinat-ion of 2-86 Pyracostrobin |Fluxagyroxad Th odicar 88 S3 41 8 6 [0122) According to the method of controlling pests of the present invention, pests in clop fields can be efficiently controlled. Throughout this specification and the claims which follow, unless -he context requires otherwise, the word "comprise', and variations such as "comprises" and "comprising", will be understood to imply the inclusion of a stated integer or step or group of integers or steps but not the exclusion of any other integer or step or group of integers or steps. The reference in this specification to any prior publication (or information derived from it) , or to any matter which is known, is not, and should not be taken as an acknowledgment or admission or any form of suggestion that that prior publication (or information derived from it) or known matter forms part of the common general knowledge in the field of endeavor to which this specification relates. 89

Claims (6)

1. 3.7±0.1, 9.4±0.1, 14.7101, 3" crystal
2. 7.7±0,1, 10.N!,, 13.5i0.1 14,6+0 1 15.0±0.1 I" crystal 7.7±0.1, 10,7±0.1,
3. 13.4±0.1,
4. 14.3±0.1, 14.8±0,1 5 z crystal 5.5±.1, 10.3±0.1, 10.9±0.1, 6t crystal 7.7±0.1, 8.6±0.1, 11.0±0.1, 3.2±0.1, 14.7±0.1, 15.lf0.1 7W crystal 14.50.1, 18.7±01 ------- -- _ ,j 4 . _____-I ,------------- -- -- - --------- 2 A method of controlling pests in a crop field, the 5 method including the steps of: treating crop seeds or vegetative organs such as tubers, bulbs, or stem fragments with one or more compounds selected from the group B; Group B: neonicotinoid type compounds, diamide type compounds, 10 carbamate type compounds, organic phosphorous type compounds, biological nematicidal compounds, other insecticidal compounds and nematicidal compounds, azole type compounds, strobilurin type compounds, metalaxyl type compounds, SDHI compounds, and other fungicidal compounds and plant growth 15 regulators; and treating the crop field with crystal of flumioxazin, 91 334186 before sowing or plaenting, at the same time of sewing or planting, or after sowing or planting the crop seeds or vegetative organs such as tubers, bulbs, or stem fragments which are treated with the compounds of the group B, 5 wherein the crystal of flumioxazin is one or more selected from the group consisting of It crystal, 2 " crystal, 31 crystal, 4";' crystal, 5 b crystal, 6 crystal and 7 h" crystal, each of the crystals showing a powder X-Ray diffraction 10 pattern which has diffraction peaks with 26 values (0) shown in the corresponding right column of Table 1, Table 1 26 value ------- ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ---- - ----------- - ------------------ crystal 7, 5f0.1,1 5 1 2"1 crystal 8 7±0.1, 9.4±0,1, 14.7±0,1,
5. 18.8i . crystal 7, 70.1, 10,9±0,, 13.5±0.1, 14.6±0.1 15.0±0.1 4 crystal 7,7i0.1, 10,7±0.1, 13.4±0.1, 14.3±0.1, 14 +. cryst~.ai 5.5±0.-, 10.3i0.1, 10.9±0.1, 6 crysta 1 7.7t0.1, 8.6 ±0. 11.0±0,1, -----
6. 103.2 0 1, 1.70. 5. +0 1j 7tr' crystal 14.1_118.7±0.1 15 3 The control method according to claim i or 2, wherein the group B is the fol lowing compounds: ZS 34186 group B: B-1. neonicotinoid type compounds: clothianidin, thiamethoxam, imidacloprid, dinotefuran, nitenpyr, acetamiprid, and thiacloprid; 5 diamide type compounds: filubendiamide, chlorantrani 1 iprole, cyantraniliprole, and compounds represented by the formula (I): Br Br N Cl NH N NH3 B-2. carbamate type compounds: aldicarn, oxamyl., 10 thiodicarb, carbofuran, carbosulfan, and dime thoate; B-3. organic phosphorous type compounds; fenamiphos, imicyafos, fensulfothion, terbufos, fosthiazate, phosphocarb, dichlofenthion, isamidofos, isazophos, ethoprophos, cadusafos, orpyrifos, heterofos, recarphon, phorate, thionazin, 15 triazophos, diamidafos, fosthietan, and phosphanidon; B-4. biological nematicidal compounds: Harpin Protein, Pasteuria nishizawae, Pasteuria penetrans, Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus, Paecilomyces ilacinu, Bacillus amyoliquefaciens, Bacillus 20 firms, Bacillus subtillis, Bacillus ourulis, Trichoderma 93 S34186 har zianum, Hirsutel 1 a rhoss il iens is, Hirsutella minnesotensis, Verticillium chlamydosporum, and Arthrobotrys dactyloides; B-5. other insecticidal compounds and nemnat icical compounds: fiproni l, ethiprole, sulfoxaflor filupyradifurone, 5 beta--cvfluthrin, tefluthrin, chlorpyrifos, abamectin, spiratetramat, and fluensulfone; B-6, azole type cormpounds: azaconazole, bitertanol, bromuconazole, cyproconazole, diphenoconazole, diniconazole, epoxyconazole, fenbuconazole, fiuquinconazole, flusilazcle, 10 flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, nycrobutanil, pencon:azole, propiconazole, prothioconazole, si:meconazole, tebuconazole, tetraconazole, triadimaenol, triticonazole, fenarimol, nuarimol, pyrifenox, imazalil, oxpoconazoIe-umnarate, pefurazoate, prochloraz, and 15 triflumizol; B-7. strobilurin type compounds; kresoxir-methyl, azoxystrobin, trifloxyst robin, fluoxastrobin, picoxystrobin, pyrac I ostrobin, dimoxys robin, pyribencarb, metom inostrobin, orysastrobin, and 20 N-methyl-2- (2- (2, 5-dimethylphenoxy) methyl phenyl-2-methoxy acetamide (racemic or enantiomer, containing a mixture of R-enantioner and S-enantiormer (optional ratio) ); B-8. retalaxyl type compounds: netalaxyl and metal1axyl -M; B-9. SDHI compounds; sedaxane, pentluten, carboxin, 94 S34186 boscalid, furametpyr, flutolanil, fluxapyroxad, isopyrazam, fluopyram, and t hifluzamide; B-10, other fung icidal compounds; tololphos-methyl, thir am, Captan., carbendazim, thiophanate-methyl, mancozeb, 5 thiabendazole, isotianil, triazoxide, (RS) -2-mnethoxy-Numethyil-2- <e- (2, 5-xylyloxy) -o-tolyl] acetam ide, fludioxonil, ethaboxam, 3-chloro-5-phenyl- 6-m ethl- (2, 6-difluorophenyl)pyridazine, 3-oyano- 5-phenyl-6--methyl-4- (2, 6-dif luorophenyl)pridazine, 10 and N- (1, 1, 3- rimethylindan-4-yl) -1-methyl-3-hi fluoromethyipyra zole-4-carboxylic acid aide racemicc or enantiomer, containIng a mixture oIf R--onantiomer and S-enantiomer (opti onal ratio) ) ; and 15 B-11. plant growth inhibitors: ethephon, chilormequat-chl oride, mepiquat-chloride, and 4-oxo-4- (2-phenylethvl) aminobutyric acid. 4 The control method according to any one of claims I 20 to 3, wherein the crop is soybean, peanut, common bean, pea, corn, cotton, wheat, rice, sunflower, potato, sugar cane, or vegetables. 5 The control method according to any one of claims 2 25 to 4, wherein the pests are weeds and/or arthropods and/or plant 95 S34186 pathogens. 6 The control method according to any one of claims 2 to 4, wherein the pests are weeds. 96