GB2262037A

GB2262037A - Synergistic fungicidal combinations

Info

Publication number: GB2262037A
Application number: GB9225131A
Authority: GB
Inventors: Stefan Dutzmann; Wilhelm Brandes; Hans Scheinpflug; Hans-Ludwig Elbe
Original assignee: Bayer AG
Current assignee: Bayer AG
Priority date: 1991-12-02
Filing date: 1992-12-01
Publication date: 1993-06-09
Also published as: DE4139637A1; GB9225131D0; FR2684272A1

Abstract

New synergistic fungicidal combinations consist of 1-(2-chlorophenyl)-2-(1-chloro-cycloprop-1-yl)-3-(1,2,4-triazol-1-yl)- propan-2-ol, of the formula <IMAGE> and at east one of tebuconazole triadimenol, bitertanol, triadimefon, chlorothalonil, carbendazim, thiram, quinomethionate, anilazin, fenpropidin, tridemorph, fenpropemorph, adimorph and fentin acetate.

Description

g ' - 3 -----) ' Funaicidal active comi:ound combinations is The present

application relates to new active compound combinations which consist, on the one hand, of 1-(2-chlorophenyl)-2-(1-chloro-cycloprop-lyl)3-(1,2,4-triazol-l-yl)-propan-2-ol. which is known, and, on the other hand. of further, known fungicidal active compounds and which are very suitable for combating phytopathogenic fungi.

it has already been disclosed that 1-(2-chlorophenyl)2-(1-chlorocycloprop-l-yl)-3-(1,2,4-triazol-l-yl)propan-2-ol has fungicidal properties (cf. EP-OS (European Published Specification) 0,297f345). The activity of this substance is good; however, in some cases it leaves something to be desired when application rates are low.

It is furthermore already known that a large number of azole derivatives, aromatic carboxylic acid derivatives, morpholine compounds and other heterocycles can be used for combating fungi (cf. K. H. BUchel "Pflanzenschutz und Schadlingsbek&mpfuigll [Crop Protection and Pest Control] pages 87,, 136,, 140, 141 and 146 to 153, Georg Thieme Verlag, Stuttgart 1977). However, the action of the substances in question is not always satisfactory when application rates are low.

It has now been found that the new active compound combinations of 1-(2-chlorophenyl)-2-(1-chloro-cycloprop-l-yl)3-(1,2,4-triazol-l-yl)propan-2-ol, of the formula cl OH 1 CH2- C cl N N N and (I) (A) 1-(4-chlorophenyl)-4,4-dimethyl-3-(li2i4-triazo1 l-yl-methyl)-pentan-3-ol, of the formula OH CHr CHr 11 k12 N N N 'i and/or (B) an azole derivative of the formula X 0 CH- Y - C(CH3h N, N N -9 (TEBUCONAZOLE) (III) (II) (IIIa) X = Cl; Y = -CH(OH)- (TR-IADLIYENOL) (Mb) X = -0; Y = -CH(OH)(B1MTANOL) Ir (11Ic) X = Cl; Y = -C. (TRIADIMEFON) and/or (C) tetrachloro-isophthalo-dinitrile, of the formula CN and/or c!p, 1 cl 1 1.. W cl 1 -- and/or (IV) (CHLOROTHALONIL) (D) methyl benzimidazole-2-carbamate, of the formula N \- NH- COOCH3 (V) C. jr-N (CARBENDAZIM) H (E) tetramethyl-thiuram disulphide. of the formula and/or S 11 S 11 (CH3)2N - C - S - S - C - N(CH3h (VI) (THIRAM) (F) 6-methyl-2-oxo-1,3-dithiolo[4.5b]-quinoxaline. of the formula and/or H3C N S.

0 N S (G) the triazine, derivative of the formula cl N"N cl Cl Ilk N:;NHand/or (VII) (QUINOM M IONATE) (VIII) (ANILAZIN) (H) 3-cyano-4-(2-fluoro-3-chlorophenyl)-pyrrole, of the f ormula z cl (IX) and/or F C: 1 5 1 1 N H (I) the piperidine derivative of the formula and/or CN - CH2- CH- CH2-0- C(CH3)3 (X) 1 (FENPROPIDIN) 11k13 (K) a morpholine derivative of the formula C13 0 N C13H27 CH3 (XIa) (TRIDEMORPH) CH3 0 N-CH2- CH- CH2-0_ C(CH3h (Mb) CH3 (k13 (FENPROPEMORPH) or T CH3 0 N - C12H25- n + 0 N -C 12H25- n CH3 (ALDIMORPH CH3 and/or (L) the triphenyl-tin acetate of the formula (XIC) (0) 3 Sn- 0 - CCY CH3 (FENTIN ACETATE) have very good fungicidal properties.

(Xii) Surprisingly, the fungicidal action of the active compound combinations according to the invention is considerably higher than the total of the actions of the individual active compounds. This means that there is a true synergistic effect, which could not have been anticipated, and not only a complementation of action.

It can be seen from the structural formula of the active compound of the formula (I) that the compound has an asymmetrically substituted carbon atom. The product can therefore exist in the form of a mixture of various isomers or else in the form of an individual component. The active compound of the formula (I) has been disclosed (cf. EP-OS (European Published Specification) 0..297j345).

The other fungicidal active compounds which are present in the combinations according to the invention are also known. Specifically, the active compounds are described in the following publications:

(A): EP-OS (European Published Specification) 0.040.345; (B): DE-OS (German Published Specification) 2,324 r 010 and DE-OS (German Published Specification) 2,,201,,063; (C): K. H. BUchel "Pflanzenschutz und SchUdlingsbek&mpfung" [Crop Protection and Pest Control], page 146. Georg Thieme Verlag, Stuttgart 1977; (D): US Patent Specification 3,010,968; (E): K. H. Bilchel, loc. cit., page 136; (F): K. H. Bilchel, loc. cit., page 87; (G): K. H. BUchel. loc. cit., page 153; (H): DE-OS (German Published Specification) 3,737,984; (I): DE-OS (German Published Specification) 2,752,135; (K): K. H. BUchel, loc. cit., page 149 and DD Patent Specification 140.412 and (L): Angew. Chem. 70, 135 (1958).

Besides the active compound of the formula (I), the active compound combinations according to the invention contain at least one active compound from amongst the compounds of grotip!3 (A) to (L). In addition, they can also contain other fungicidally active components in the mixture.

The synergistic ef f ect becomes particularly apparent when the active compounds are present in certain ratios by weight in the active compound combinations according to the invention. However, the ratios by weight of the active compound in the active compound combinations can be varied within a relatively wide range. In general, - - 0. 02 to 0. 1 to 0. 02 to 0. 1 to 0. 02 to 0. 02 to 0. 02 to 0. 1 to 0. 02 to 0. 1 to 0. 02 to 0. 1 to 0. 02 to 1 to parts by weight, preferably 10 parts by weight of active compound from group (A),, 50 parts by weight. preferably 10 parts by weight of active compound from group (B) 50 parts by weight, preferably 20 parts by weight of active compound from group (C) 50 parts by weight. preferably 10 parts by weight of active compound from group (D) 50 parts by weight, preferably 10 parts by weight of active compound from group (E) 50 parts by weight, preferably 10 parts by weight of active compound from group (F) 50 parts by weight, preferably 20'parts by weight of active compound from group (G) is 0. 02 to 0. 1 to 0. 02 to 0. 1 to 0. 02 to 0. 1 to 0.02 to 0. 1 to parts by weight, preferably 10 parts by weight of active compound from group (H) 50 parts by weight, preferably 10 parts by weight of active compound from group (I) 50 parts 10 parts group (K) 50 parts 10 parts group (L) by weight. preferably by weight of active compound from by weight, preferably by weight of active compound from are used per part by weight of active compound of the formula (I).

The active compound combinations according to the invention have very good fungicidal properties and can be employed for combating phytopathogenic fungi such as Plasmodiophoromycetes. Oomycetes, Chytridiomycetes, Zygomycetes. Ascomycetes, Basidiomycetes. Deuteromycetes and the like.

The active compound combinations according to the invention are particularly suitable for combating cereal diseases such as Erysiphe, Cochliobolus, Pyrenophora, Leptosphaeria. Fusarium and Pseudocercosporella.

The good toleration. by plants, of the active compound combinations at the concentrations required for combating plant diseases permits treatment of above-ground parts of the plants, propagation stock and seed. and the soil.

is The active compound combinations can. be converted into the customary formulations, such as solutions. emulsions. suspensions, powders. foams. pastes, granules, aerosols, very fine capsules in polymeric substances and in coating compositions for seed, as well as UW formulations.

These formulations are produced in a known manner, for example by mixing the active compounds, or active compound combinations, with extenders, that is, liquid solvents, liquefied gases under pressure, and/or solid carriers, optionally with the use of surface-active agents, that is, emulsifying agents and/or dispersing agents, and/or foam-forming agents. In the case of the use of water as an extender, organic solvents can, for example, also be used as auxiliary solvents. As liquid solvents, there are suitable in the main: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example mineral oil fractions, alcohols, such as butanol or glycol as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dim6thylformamide and dimethyl sulphoxide, as well as water. By liquefied gaseous extenders or carriers are meant liquids which are gaseous at ambient is temperature and under atmospheric pressure, for example aerosol propellants, such as butane, propane, nitrogen and carbon dioxide. As solid carriers there are suitable: for example ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth,, and ground synthetic minerals,, such as highlydisperse silica, alumina and silicates. As solid carriers for granules there are suitable: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells,, maize cobs and tobacco stalks. As emulsifying and/or foam-forming agents there are suitable: for example non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates as well as albumen hydrolysis products. As dispersing agents there are suitable: for example lignin-sulphite waste liquors and methylcellulose.

Adhesives such as carboxymethylcellulose and natural and synthetic polymers in the form of powders. granules or latices. such as gum arabic. polyvinyl alcohol and polyvinyl acetate. as well as natural phospholipids, such as cephalins and lecithins. and synthetic phospholipids. can be used in the.formulations. Other additives can be mineral and vegetable oils.

It is possible to use colorants such as inorganic pig ments, for example iron oxide, titanium oxideand Prussian Blue. and organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dye stuffs, and trace nutrients such as salts of iron, manganese, boronj copper. cobalt. molybdenum and zinc.

The formulations in general contain between 0.1 and 95 per cent by weight of active compound, preferably between 0.5 and 90%.

is The active compound combinations according to the invention can be present in the formulations as a mixture with other known active compounds, such as fungicides, insecticides, acaricides and herbicides, as well as in mixtures with fertilizers or plant growth regulators.

The active compound combinations can be used as such or in the form of their formulations or the use forms prepared therefrom, such as ready-touse solutions, emulsifiable concentrates, emulsions, suspensions, wettable powders, soluble powders and granules. They are used in the customary manner, for example by watering, spraying, atomizing, scattering, brushing on, as dry seed treatment, moist seed treatment or wet seed treatment, or by slurry dressing or incrusting.

In the treatment 6f.parts of plants. the active compound concentrations in the use forms can be varied within a substantial range. They are, in general, between 1 and - 12 0.0001% by weight, preferably between 0.5 and 0.001%.

In the treatment of seed, amounts of active compound of 0.001 to 50 g per kilogram of seed, preferably 0.01 to 10 g, are generally required.

is For the treatment of soil. active compound concentrations of 0.00001 to 0. 1% by weight, preferably 0.0001 to 0.02% by weight, are required at the place of action.

The good fungicidal action of the active compound combinations according to the invention can be seen from the examples which follow. While there are shortcomings of the individual active compounds with regard to the fungicidal action, the combinations show an activity which transgresses a simple cumulation of the activities.

A synergistic effect in fungicides is always present when the fungicidal action of the active compound combinations is greater than the total of the activities of the active compounds applied individually.

Examnle 1 Erysiphe test (barley)/protective To prepare a suitable active compound preparation. commercially available active compound formulations are diluted with water to the particular concentration desired.

To test for protective activity, young plants are sprayed with the active compound preparation until dew-moist. After the spray coating has dried on,, the plants are dusted with spores of Erysiphe graminis f.sp. hordei.

The plants are placed in a greenhouse at a temperature of approx. 20C and a relative atmospheric humidity of approx. 80% to favour the development of mildew pustules.

The test is evaluated 7 days after the inoculation.

Active compounds,, active compound concentrations and test results can be seen from the Tables which follow.

T a b 1 e la Erysiphe test (barley)lprotective Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control Known:

cl OH 1 2 75 - CH2- C cl 0.5 75 1 % N CH3 0 N-COH27n 0.5 25 CH3 (X1a) According to the invention:

(I)} + G: 1) (XIa) 0 0 2 Q2 - is - T a b 1 e 1b Erysiphe test (barley)/protective Active compound Active compound concentration in the spray mixture in ppm Degree of effective ness in of the untreated control Known:

(I) cl OH 1 - CH27 C cl kh N, N 11-1 N CH3 0 N"Cl2H25n CH3 C13 /1- 0 N-Cl2H25n CH3 (XIC) 0.125 0.125 88 Accordina to the invention:

(I) (XIC)} G: 1) - 16 0.0625} 0.0625 Exam-ple 2 Erysiphe test (wheat)lcurative is To prepare a suitable active compound preparation, commercially available active compound formulations are diluted with water to the particular concentration desired.

To test for curative activity, young plants are dusted with spores of Erysiphe graminis f.sp. tritici. 48 hours after the inoculation, the plants are sprayed with the active compound preparation until dew-moist.

The test is evaluated 7 days after the inoculation.

Active compounds, active compound concentrations and test results can be seen from the Tables which follow.

T a b 1 e 2a Erysiphe test (wheat)lcurative Active compound Active compound concentration in the spray mixture in ppm Degree of effectiveness in % of the untreated control Known:

cl OH 1 - CH27 C cl 1 112 1 C N 'N 1 N -J' 1 OH Cl-- U Ukt- ki-H- C(CH3h 1 1 N 'S N 11 (HIa) CH3 C-C13H2.r n -i CH3 (X1a) - 18 1 88 T a b 1 e 2a (Continuation) Erysiphe test (wheat)/curative Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control According to the invention:

+ 0.5} (1)} (1: 1) + 100 (IIIa) 0,5 (1) 0,5 +} (1: 1) + 100 (XIa) 0.5} T a b 1 e Erysiphe test (wheat)/curative Active compound Active compound concentration in the spray mixture in ppm Degree of effectiveness in % of the untreated control Known:

cl OH 1 CH27 C cl 1 112 1 C[ N N N 11 (I) CH3 0 N-Cl2H25- n -i CH3 CH3 0 N-Cl2H25- n CH3 (XIC) OH I CI_.a 0-t B7 C C(CH3)3 r, N "N (IIIa) N 11 O'S 0.5 0.5 88 88 79 T a b 1 e 2b (Continuation) Erysiphe test (wheat)lcurative Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control Accordina to the invention:

0.2 (I)} (1: 1) + + 100 (Xlc) 0.2 (I) 0.25} +} (1: 1) + 100 (II1a) 0,25 Example 3

Cochliobolus sativus test (barley)/protective To prepare a suitable active compound preparation, commercially available active compound formulations are diluted with water to the particular concentration desired.

To test for protective activity. young plants are sprayed with the active compound preparation until dew-moist. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Cochliobolus sativus. The plants remain for 48 hours in an incubation cabin at 200C and 100% relative atmospheric humidity.

The plants are placed in a greenhouse at a temperature of approx. 2CC and a relative atmospheric humidity of approx. 80%.

The test is evaluated 7 days after the inoculation.

Active compounds, active compound concentrations and test results can be seen from the Table which follow.

T a b 1 e 3 Cochliobolus sativus test (barley)/protective Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control Known: cl OH 1 - CHI- C cl 1 112 (1) 1 r, N S N 11 CH3 0 N-COH27n CH3 (Xla) cl 6.25 6,25 cl N 7 6.25 25 N-H-Ii C- (VIII),, N cl - Accordina to the invention:

(1) 3.125 + G: 1) + 100 (Xla)} 3.125 (1) 3.125 + (1: 1) + 100 (Vi,l 3.125 Example 4

Pyrenophora teres test (barley)/protective is To prepare a suitable active compound preparation. commercially available active compound formulations are diluted with water to the particular concentration desired.

To test for protective activity, young plants are sprayed with the active compound preparation until dew-moist. After the spray coating has dried on, the plants are sprayed with a conidia suspension of Pyrenophora teres. The plants remain for 48 hours in an incubation cabin at 200C and 100% relative atmospheric humidity.

The plants are placed in a greenhouse at a temperature of approx. 20C and a relative atmospheric humidity of approx. 80%.

The test is evaluated 7 days after the inoculation.

T a b 1 e 4a Pyrenophora teres test (barley)/protective Active compound Active compound Degree of concentration effective in the s?ray ness in % mixture in ppm of the untreated control Known:

cl OH 1 CH2- C cl 112 N, N N cl (IX) 96 F CN 25 88 1 1 N H H3C N S, CO 25 25 Z'N 11 S (Vil) According to the invention:

(1) 12.5 +} (1: 1) + 100 (ix) 12.5 (1) 12.5} 100 +} (1: 1) + (VII) 12.5 T a b 1 e 4b Pyrenophora teres test (barley)/protective Active compound Active compound concentration in the spray mixture in ppm Degree of effectiveness in % of the untreated control Known:

(I) cl OH 1 CH2- C cl 1 1. 1 l'12 1 N, N N 11 3.125 CH3 3.125 0 N-CH2- CHCH2 -0- C(CH3)3 CH3 CH3 (XIb) CH3 CH3 0 N-Cl2H25- n 0 N-Cl2H25- n CH3 (Xic) CH3 W Q', cl - cl 1, 1 W cl 3.125 -(IV) 3.125 OH 1 3.125 Cl- 0 - CHCH- C(CH3h \==1 1 (HIa) ri N --U 81 62 62 68 68 T a b 1 e 4b (Continuation) Pyrenophora teres test (barley)/protective Active compound Active compound concentration in the spray mixture in ppm Degree of effective ness in of the untreated control Known:

OH Cl-a CH2. CHI- H2 N.

N 11 3.125 N 3.125 - NH- COOCH3 C):N (V) H CN-CH27CH-CH2 -0- C(CH3)3 1 3.125 CH3 (X) S S (CH3)2N -C -S - S- C_ - N(CH3)2 3.125 (VI) 81 0 81 T a b 1 e 4b (Continuation) Pyrenophora teres test (barley)lprotective Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control According to the invention:

(1) 1.5625 + + 100 (Xlb)} (1: 1) 1.5625} (1) 1.5625} 100 (Xic) 1.5625 (1) 1.5625 +} (1: 1) + 100 (M 1.5625} (1) 1.5625} 100 (IIIa) 1.5625 (1) 1.5625 +} (1: 1) + 100 (11) 1.5625} (1) 1.5625 + (1: 1) + 100 (V) 1.5625 (1).. 1.5625 + (1: 1) + 100 (X) 1,5625} (1) 1.5625 +} (1: 1) + 100 (V1) 1.5625 28 Example -5 is Leptosphaeria nodorum test (wheat)lprotective To prepare a suitable active compound preparation. commercially available active compound formulations are diluted with water to the particular concentration desired.

To test for protective activity, young plants are sprayed with the active compound preparation until dew-moist. After the spray coating has dried on, the plants are sprayed with a spore suspension of Leptosphaeria nodorum. The plants remain for 48 hours in an incubation cabin at 20C and 100% relative atmospheric humidity.

The plants are placed in a greenhouse at a temperature of approx. 200C and a relative atmospheric humidity of approx. 80%.

The test is evaluated 10 days after the inoculation.

Active compounds, active compound concentrations and test results can be seen from the Table which follows.

T a b 1 e 5 Leptosphaeria nodorum test (wheat)/protective Active compound Active compound concentration in the spray mixture in ppm Degree of effectiveness in % of the untreated control Known:

cl OH 1 - CH2- C cl 1 Lkh r, N, N 11 1 N __j (1) 3.125 CH3 0 N-CH27 CH-CH27 C(CH3)3 CH3 (XIb) CH3 3.125 CH3 C13 0 N- C12H25- n + 0 N-Cl2H25- n 3.125 CH3 (XIC) CH3 W C o, 1 cl '.(IV) cl kS, W cl 3.125 OH Cl-<n\ - 0 CH- Cl H-' 0 C(CH3b3.125 (HIa) r, N N -- - 30 76 0 0 0 0 T a b 1 e (Continuation) Leptosphaeria nodorum test (wheat)/protective Active compound Active compound Degree of concentration effective in the spray ness in % mixture in ppm of the untreated control Known:

CN-CHI. CH. CH27 C(CH3)3 1 (X) CH3 3.125 62 According to the invention:

1.5625 (I)} (1: 1) + + 100 (Mb) 1.5625 1 (1) 1.5625 +} G: 1) + 100 (Xlc) 1.5625} (1) 1.5625 + (1: 1) + 100 (M 1.5625} 1.5625} + + 100 (1)} (1: 1) (Ma) 1.5625 (1) 1.5625 + + 100 (X) 1.5625} It will be understood that the invention has been described above purely by way of example, and that various modifications of detail can be made within the ambit of the invention.

Claims

Patent Claims

Fungicidal agents, characterised in that they contain an active compound combination consisting of 1-(2-chlorophenyl)2-(1-chloro-cycloprop-l-yl)3-(1,2,4-triazol-l-yl)propan-2-ol, of the formula cl OH 1 CH2- C cl 1 1.H2 1 C N 'N 1 N 11 and (I) (A) 1-(4-chlorophenyl)-4,,4-dimethyl3-(1,2,4-triazol-l-yl-methyl)-pentan3-ol, of the formula OH Cl- CH27 CHI- ri N, N N 11 and/or (B) an azole derivative of the formula (II) (TEBUCONAZOLE) X 0 CH- Y - C(C143)3 N N N (Ma) X Cl, YCH(OH)- (TRIADIMENOL) (Mb) X;Y=-CH(OH)- (BITERTANOL) 0 11 (11k) X = Cl; Y = -C_ (TRIADIMEFON) and/or (III) tetrachloro-isophthalo-dinitrile, of the formula and/or (D) methyl f ormula and/or CN Cl" 1 Cl (IV) ci CN (CHLOROTHALONIL) 1 benzimidazole-2-carbamate, of the N NH- COOCH3 N H (V) (CARBENDAZIM) (E) tetramethyl-thiuram disulphide, of the formula and/or S S 11 11 (CH3)2N_ C - S - S - C - N(CH3h (VI (THIRAM) (F) 6-methyl-2-oxo-1,3-dithiolo[4,5b]-quinoxaline, of the formula and/or H3C S 0 N S ≥ (VII) (QUINOMETHIONATE) (G) the triazine derivative of the formula cl N "' N cl Cl,Q, N NH- and/or (VIII) (ANILAZIN) (H) 3-cyano-4-(2-fluoro-3-chlorophenyl)-pyrrole, of the formula and/or and/or cl F 1 ' 1 N H CN (IX) (I) the piperidine derivative of the formula CN CH27 CH- CH2-0- C(CH3h (X) 1 1-113 (FENPROPIDIN) (K) a morpholine derivative of the formula CH3 0 N-COH27 CH3 (XIa) (TRIDEMORPH) CH3 0 N CH2- CH- CH2-' C(CH3)3 (Mb) CH3 (FENPROPEMORPH) or and/or CH3 C 0 N-Cl2H25- n + 0 N-Cl2H25- n CH3 (ALDIMORPH) CH3 (XIC) (L) the triphenyl-tin acetate of the formula is (r_ Y/ C Sn- 0 - CG CH3 3 (FENTIN ACETATE).

(m)
2. Agents according to Claim 1, characterised in that. in the active compound combinations, the ratio by weight of active compound of the formula (I) to active compound of group (A) is between 1:0.02 and 1: 5 0, to active compound of group (B) is between 1:0.02 and 1:50, to active compound of group (C) is between 1:0.02 and 1:50, to active compound of group (D) is between 1:0.02 and 1:50. to active 'compound of group (E) is between 1: 0. 02 and 1:50. to active compound of group (F) is between 1:0.02 36 - and 1: 50, to active compound of group (G) is between 1:0.02 and 1: 5 0, to active compound of group (H) is between 1: 0. 02 and 1:50. to active compound of group (I) is between 1:0.02 and 1:50, to active compound of group (K) is between 1: 0. 02 and 1:50. to active compound of group (L) is between 1:0.02 and 1:50.
3. Method of combating fungi,, characterised in that active compound combinations according to Claim 1 are allowed to act on the fungi and/or their environment.
Use of active compound combinations according to Claim 1 for combating fungi.
Process for the preparation of fungicidal agents,, characterised in that active compound combinations according to Claim I are mixed with extenders and/or surface-active substances.
6. Fungicidal agents according to claim 1, substantially as hereinbefore described in any one of the Examples.