NZ196543A - 2-haloacetanilides and herbicidal compositions - Google Patents
2-haloacetanilides and herbicidal compositionsInfo
- Publication number
- NZ196543A NZ196543A NZ196543A NZ19654381A NZ196543A NZ 196543 A NZ196543 A NZ 196543A NZ 196543 A NZ196543 A NZ 196543A NZ 19654381 A NZ19654381 A NZ 19654381A NZ 196543 A NZ196543 A NZ 196543A
- Authority
- NZ
- New Zealand
- Prior art keywords
- compound
- ethyl
- isobutyl
- isopropyi
- isobutoxy
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 64
- 239000000203 mixture Substances 0.000 title claims description 51
- 150000001875 compounds Chemical class 0.000 claims description 252
- 241000196324 Embryophyta Species 0.000 claims description 75
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims description 60
- 235000021536 Sugar beet Nutrition 0.000 claims description 60
- -1 muck Substances 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 37
- 239000002689 soil Substances 0.000 claims description 36
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 26
- 239000004480 active ingredient Substances 0.000 claims description 24
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 20
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 16
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 8
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 239000004576 sand Substances 0.000 claims description 7
- 239000002671 adjuvant Substances 0.000 claims description 6
- 240000008067 Cucumis sativus Species 0.000 claims description 4
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 claims description 4
- 235000007688 Lycopersicon esculentum Nutrition 0.000 claims description 4
- 240000003768 Solanum lycopersicum Species 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 3
- 235000010469 Glycine max Nutrition 0.000 claims description 3
- 244000068988 Glycine max Species 0.000 claims description 3
- 241001300479 Macroptilium Species 0.000 claims description 3
- 244000105624 Arachis hypogaea Species 0.000 claims description 2
- 244000299507 Gossypium hirsutum Species 0.000 claims description 2
- 239000002361 compost Substances 0.000 claims description 2
- 210000003608 fece Anatomy 0.000 claims description 2
- 239000003864 humus Substances 0.000 claims description 2
- 239000010871 livestock manure Substances 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 235000020232 peanut Nutrition 0.000 claims description 2
- KTOQRRDVVIDEAA-UHFFFAOYSA-N 2-methylpropane Chemical compound [CH2]C(C)C KTOQRRDVVIDEAA-UHFFFAOYSA-N 0.000 claims 3
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 claims 2
- 244000038559 crop plants Species 0.000 claims 2
- VFTAWPWOQOKZQU-UHFFFAOYSA-N 2-chloro-n-(2-methyl-6-propan-2-yloxyphenyl)-n-(2-methylpropoxymethyl)acetamide Chemical compound CC(C)COCN(C(=O)CCl)C1=C(C)C=CC=C1OC(C)C VFTAWPWOQOKZQU-UHFFFAOYSA-N 0.000 claims 1
- PUGCHKNUIYWWAQ-UHFFFAOYSA-N 2-chloro-n-(ethoxymethyl)-n-[2-ethyl-6-(2-methylpropoxy)phenyl]acetamide Chemical compound CCOCN(C(=O)CCl)C1=C(CC)C=CC=C1OCC(C)C PUGCHKNUIYWWAQ-UHFFFAOYSA-N 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 230000008635 plant growth Effects 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 60
- 239000004009 herbicide Substances 0.000 description 59
- 241000192043 Echinochloa Species 0.000 description 35
- 241001621841 Alopecurus myosuroides Species 0.000 description 34
- 244000075850 Avena orientalis Species 0.000 description 30
- 235000007320 Avena fatua Nutrition 0.000 description 29
- 235000005373 Uvularia sessilifolia Nutrition 0.000 description 28
- 235000008515 Setaria glauca Nutrition 0.000 description 26
- 235000001155 Setaria leucopila Nutrition 0.000 description 26
- 244000010062 Setaria pumila Species 0.000 description 26
- 244000152970 Digitaria sanguinalis Species 0.000 description 19
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 239000004927 clay Substances 0.000 description 15
- 238000011282 treatment Methods 0.000 description 14
- 241001148727 Bromus tectorum Species 0.000 description 13
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 13
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 13
- 235000005476 Digitaria cruciata Nutrition 0.000 description 13
- 235000006830 Digitaria didactyla Nutrition 0.000 description 13
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 13
- 235000014716 Eleusine indica Nutrition 0.000 description 13
- 231100000817 safety factor Toxicity 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 12
- 241000894007 species Species 0.000 description 12
- 239000004606 Fillers/Extenders Substances 0.000 description 11
- 239000003795 chemical substances by application Substances 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 241000209056 Secale Species 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 235000013877 carbamide Nutrition 0.000 description 7
- 238000003973 irrigation Methods 0.000 description 7
- 238000002386 leaching Methods 0.000 description 7
- 239000005416 organic matter Substances 0.000 description 7
- 238000010348 incorporation Methods 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 240000001592 Amaranthus caudatus Species 0.000 description 5
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 5
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
- 208000027418 Wounds and injury Diseases 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 229960000892 attapulgite Drugs 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 208000014674 injury Diseases 0.000 description 5
- 230000002262 irrigation Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229910052625 palygorskite Inorganic materials 0.000 description 5
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 5
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 4
- 244000237956 Amaranthus retroflexus Species 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 241000209504 Poaceae Species 0.000 description 4
- 229920003171 Poly (ethylene oxide) Chemical class 0.000 description 4
- 244000022203 blackseeded proso millet Species 0.000 description 4
- 235000008504 concentrate Nutrition 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000000080 wetting agent Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 3
- 238000007126 N-alkylation reaction Methods 0.000 description 3
- 235000007199 Panicum miliaceum Nutrition 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- 150000008061 acetanilides Chemical class 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 229940100198 alkylating agent Drugs 0.000 description 3
- 239000002168 alkylating agent Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 229920005552 sodium lignosulfonate Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- VOLGAXAGEUPBDM-UHFFFAOYSA-N $l^{1}-oxidanylethane Chemical compound CC[O] VOLGAXAGEUPBDM-UHFFFAOYSA-N 0.000 description 2
- VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical compound ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- HNUALPPJLMYHDK-UHFFFAOYSA-N C[CH]C Chemical compound C[CH]C HNUALPPJLMYHDK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 240000001549 Ipomoea eriocarpa Species 0.000 description 2
- 235000005146 Ipomoea eriocarpa Nutrition 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- RQTDRJMAUKHGHV-UHFFFAOYSA-N P.P.I Chemical compound P.P.I RQTDRJMAUKHGHV-UHFFFAOYSA-N 0.000 description 2
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 241000490025 Schefflera digitata Species 0.000 description 2
- 235000002248 Setaria viridis Nutrition 0.000 description 2
- 240000003461 Setaria viridis Species 0.000 description 2
- 235000010086 Setaria viridis var. viridis Nutrition 0.000 description 2
- 244000062793 Sorghum vulgare Species 0.000 description 2
- 244000067505 Xanthium strumarium Species 0.000 description 2
- 125000004849 alkoxymethyl group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 2
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 230000000266 injurious effect Effects 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 235000014666 liquid concentrate Nutrition 0.000 description 2
- 235000015250 liver sausages Nutrition 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920000056 polyoxyethylene ether Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- AUPJTDWZPFFCCP-GMFCBQQYSA-M sodium;2-[methyl-[(z)-octadec-9-enyl]amino]ethanesulfonate Chemical compound [Na+].CCCCCCCC\C=C/CCCCCCCCN(C)CCS([O-])(=O)=O AUPJTDWZPFFCCP-GMFCBQQYSA-M 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- 229910052902 vermiculite Inorganic materials 0.000 description 2
- 239000010455 vermiculite Substances 0.000 description 2
- 235000019354 vermiculite Nutrition 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- AXUZXSUDWDCXDH-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)acetic acid;2-(2,4-dichlorophenoxy)acetic acid;2,2-dichloropropanoic acid Chemical compound CC(Cl)(Cl)C(O)=O.CC1=CC(Cl)=CC=C1OCC(O)=O.OC(=O)COC1=CC=C(Cl)C=C1Cl AXUZXSUDWDCXDH-UHFFFAOYSA-N 0.000 description 1
- NFAOATPOYUWEHM-UHFFFAOYSA-N 2-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=CC=C1O NFAOATPOYUWEHM-UHFFFAOYSA-N 0.000 description 1
- OWZPCEFYPSAJFR-UHFFFAOYSA-N 2-(butan-2-yl)-4,6-dinitrophenol Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O OWZPCEFYPSAJFR-UHFFFAOYSA-N 0.000 description 1
- DCPLOIFDMMEBQZ-UHFFFAOYSA-N 2-bromo-n-phenylacetamide Chemical compound BrCC(=O)NC1=CC=CC=C1 DCPLOIFDMMEBQZ-UHFFFAOYSA-N 0.000 description 1
- YXYSLCGLFIEUTK-UHFFFAOYSA-N 2-chloro-n-(2-methylpropoxymethyl)-n-(2-methyl-6-propoxyphenyl)acetamide Chemical compound CCCOC1=CC=CC(C)=C1N(COCC(C)C)C(=O)CCl YXYSLCGLFIEUTK-UHFFFAOYSA-N 0.000 description 1
- JCBJJXRYZQVZLI-UHFFFAOYSA-N 2-chloro-n-(ethoxymethyl)-n-(2-methoxy-6-methylphenyl)acetamide Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1OC JCBJJXRYZQVZLI-UHFFFAOYSA-N 0.000 description 1
- HEVZTBMPSRGVEK-UHFFFAOYSA-N 2-chloro-n-[2-methyl-6-(3-methylbutoxy)phenyl]-n-(2-methylpropoxymethyl)acetamide Chemical compound CC(C)CCOC1=CC=CC(C)=C1N(COCC(C)C)C(=O)CCl HEVZTBMPSRGVEK-UHFFFAOYSA-N 0.000 description 1
- BWWXKHHVIAJJFM-UHFFFAOYSA-N 2-chloro-n-phenylpropanamide Chemical compound CC(Cl)C(=O)NC1=CC=CC=C1 BWWXKHHVIAJJFM-UHFFFAOYSA-N 0.000 description 1
- JMBFEQGJVMRNDN-UHFFFAOYSA-N 4-[3-(1,3-benzodioxol-5-yl)-6-methylheptyl]morpholin-4-ium;chloride Chemical compound Cl.C=1C=C2OCOC2=CC=1C(CCC(C)C)CCN1CCOCC1 JMBFEQGJVMRNDN-UHFFFAOYSA-N 0.000 description 1
- 240000000321 Abutilon grandifolium Species 0.000 description 1
- MDBGGTQNNUOQRC-UHFFFAOYSA-N Allidochlor Chemical compound ClCC(=O)N(CC=C)CC=C MDBGGTQNNUOQRC-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001647031 Avena sterilis Species 0.000 description 1
- 235000004535 Avena sterilis Nutrition 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- RWWTXXSJWNIBTC-UHFFFAOYSA-N C(C)C1=C(N(C(CCl)=O)COC)C(=CC=C1)CC.C(C)(C)N(C1=CC=CC=C1)C(CCl)=O Chemical compound C(C)C1=C(N(C(CCl)=O)COC)C(=CC=C1)CC.C(C)(C)N(C1=CC=CC=C1)C(CCl)=O RWWTXXSJWNIBTC-UHFFFAOYSA-N 0.000 description 1
- FNIYINNGSXKNGL-UHFFFAOYSA-L C[As]([O-])(=O)[O-].[Na+].[Na+].C[As](O)(=O)O Chemical compound C[As]([O-])(=O)[O-].[Na+].[Na+].C[As](O)(=O)O FNIYINNGSXKNGL-UHFFFAOYSA-L 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000009344 Chenopodium album Nutrition 0.000 description 1
- 240000006122 Chenopodium album Species 0.000 description 1
- 235000005918 Cirsium arvense Nutrition 0.000 description 1
- 240000001579 Cirsium arvense Species 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 235000005853 Cyperus esculentus Nutrition 0.000 description 1
- 240000001505 Cyperus odoratus Species 0.000 description 1
- QAHFOPIILNICLA-UHFFFAOYSA-N Diphenamid Chemical compound C=1C=CC=CC=1C(C(=O)N(C)C)C1=CC=CC=C1 QAHFOPIILNICLA-UHFFFAOYSA-N 0.000 description 1
- GUVLYNGULCJVDO-UHFFFAOYSA-N EPTC Chemical compound CCCN(CCC)C(=O)SCC GUVLYNGULCJVDO-UHFFFAOYSA-N 0.000 description 1
- 241000508725 Elymus repens Species 0.000 description 1
- 244000248416 Fagopyrum cymosum Species 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 241000283160 Inia Species 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 235000003403 Limnocharis flava Nutrition 0.000 description 1
- 244000173610 Mentha aquatica Species 0.000 description 1
- 235000012629 Mentha aquatica Nutrition 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 235000017337 Persicaria hydropiper Nutrition 0.000 description 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
- 235000004442 Polygonum persicaria Nutrition 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 241000533293 Sesbania emerus Species 0.000 description 1
- 240000002439 Sorghum halepense Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- XJCLWVXTCRQIDI-UHFFFAOYSA-N Sulfallate Chemical compound CCN(CC)C(=S)SCC(Cl)=C XJCLWVXTCRQIDI-UHFFFAOYSA-N 0.000 description 1
- 101150052863 THY1 gene Proteins 0.000 description 1
- LPEFIBBNXNSFMB-UHFFFAOYSA-N [Na].ClC1=C(C#N)C(=CC=C1)Cl Chemical compound [Na].ClC1=C(C#N)C(=CC=C1)Cl LPEFIBBNXNSFMB-UHFFFAOYSA-N 0.000 description 1
- 150000003869 acetamides Chemical class 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- FXXACINHVKSMDR-UHFFFAOYSA-N acetyl bromide Chemical compound CC(Br)=O FXXACINHVKSMDR-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009418 agronomic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical compound [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- SPCNPOWOBZQWJK-UHFFFAOYSA-N dimethoxy-(2-propan-2-ylsulfanylethylsulfanyl)-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)SCCSC(C)C SPCNPOWOBZQWJK-UHFFFAOYSA-N 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 244000013123 dwarf bean Species 0.000 description 1
- 235000005489 dwarf bean Nutrition 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 1
- 125000005179 haloacetyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052900 illite Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000005181 nitrobenzenes Chemical class 0.000 description 1
- VGIBGUSAECPPNB-UHFFFAOYSA-L nonaaluminum;magnesium;tripotassium;1,3-dioxido-2,4,5-trioxa-1,3-disilabicyclo[1.1.1]pentane;iron(2+);oxygen(2-);fluoride;hydroxide Chemical compound [OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[F-].[Mg+2].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[K+].[K+].[K+].[Fe+2].O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2.O1[Si]2([O-])O[Si]1([O-])O2 VGIBGUSAECPPNB-UHFFFAOYSA-L 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Chemical class 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 230000008654 plant damage Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical class C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13369680A | 1980-03-25 | 1980-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ196543A true NZ196543A (en) | 1984-05-31 |
Family
ID=22459887
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ196543A NZ196543A (en) | 1980-03-25 | 1981-03-18 | 2-haloacetanilides and herbicidal compositions |
Country Status (33)
| Country | Link |
|---|---|
| JP (1) | JPS56145253A (cs) |
| AT (1) | AT376871B (cs) |
| AU (1) | AU537090B2 (cs) |
| BE (1) | BE887996A (cs) |
| BG (1) | BG36193A3 (cs) |
| BR (1) | BR8101598A (cs) |
| CA (1) | CA1221378A (cs) |
| CH (1) | CH644584A5 (cs) |
| CS (1) | CS226730B2 (cs) |
| DD (1) | DD158201A5 (cs) |
| DE (1) | DE3110451C2 (cs) |
| DK (1) | DK120881A (cs) |
| FR (1) | FR2479201B1 (cs) |
| GB (1) | GB2072176B (cs) |
| GR (1) | GR74140B (cs) |
| HU (1) | HU189498B (cs) |
| IL (1) | IL62412A (cs) |
| IT (1) | IT1144662B (cs) |
| KE (1) | KE3479A (cs) |
| LU (1) | LU83236A1 (cs) |
| MA (1) | MA19102A1 (cs) |
| MW (1) | MW1081A1 (cs) |
| MX (1) | MX6782E (cs) |
| NL (1) | NL8101323A (cs) |
| NZ (1) | NZ196543A (cs) |
| OA (1) | OA06770A (cs) |
| PH (1) | PH17172A (cs) |
| PL (1) | PL125385B1 (cs) |
| PT (1) | PT72679B (cs) |
| RO (2) | RO81729A (cs) |
| SE (1) | SE8101730L (cs) |
| SG (1) | SG84484G (cs) |
| ZA (1) | ZA811802B (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1193585B (it) * | 1980-03-25 | 1988-07-08 | Monsanto Co | Aloacetanilidi erbicide utili in particolare nel riso trapiantato |
| BG35893A3 (en) * | 1980-03-25 | 1984-07-16 | Monsanto Company | Herbicide means and method for weed control |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3442945A (en) * | 1967-05-22 | 1969-05-06 | Monsanto Co | Phytotoxic alpha-halo-acetanilides |
| US3547620A (en) * | 1969-01-23 | 1970-12-15 | Monsanto Co | N-(oxamethyl)alpha-halo-acetanilide herbicides |
| US4258196A (en) * | 1978-04-17 | 1981-03-24 | Monsanto Company | Process for the production of tertiary 2-haloacetamides |
| IT1193585B (it) * | 1980-03-25 | 1988-07-08 | Monsanto Co | Aloacetanilidi erbicide utili in particolare nel riso trapiantato |
| BG35893A3 (en) * | 1980-03-25 | 1984-07-16 | Monsanto Company | Herbicide means and method for weed control |
-
1981
- 1981-03-18 AT AT0125981A patent/AT376871B/de not_active IP Right Cessation
- 1981-03-18 DE DE3110451A patent/DE3110451C2/de not_active Expired
- 1981-03-18 RO RO81103732A patent/RO81729A/ro unknown
- 1981-03-18 DK DK120881A patent/DK120881A/da not_active Application Discontinuation
- 1981-03-18 PT PT72679A patent/PT72679B/pt unknown
- 1981-03-18 CS CS811979A patent/CS226730B2/cs unknown
- 1981-03-18 NL NL8101323A patent/NL8101323A/nl not_active Application Discontinuation
- 1981-03-18 GB GB8108377A patent/GB2072176B/en not_active Expired
- 1981-03-18 MW MW10/81A patent/MW1081A1/xx unknown
- 1981-03-18 CA CA000373315A patent/CA1221378A/en not_active Expired
- 1981-03-18 GR GR64436A patent/GR74140B/el unknown
- 1981-03-18 PL PL1981230201A patent/PL125385B1/pl unknown
- 1981-03-18 CH CH184981A patent/CH644584A5/de not_active IP Right Cessation
- 1981-03-18 PH PH25379A patent/PH17172A/en unknown
- 1981-03-18 BR BR8101598A patent/BR8101598A/pt unknown
- 1981-03-18 BG BG051262A patent/BG36193A3/xx unknown
- 1981-03-18 NZ NZ196543A patent/NZ196543A/en unknown
- 1981-03-18 RO RO110452A patent/RO85828B/ro unknown
- 1981-03-18 DD DD81228416A patent/DD158201A5/de unknown
- 1981-03-18 MX MX819354U patent/MX6782E/es unknown
- 1981-03-18 IL IL62412A patent/IL62412A/xx unknown
- 1981-03-18 BE BE0/204163A patent/BE887996A/fr not_active IP Right Cessation
- 1981-03-18 LU LU83236A patent/LU83236A1/fr unknown
- 1981-03-18 IT IT20412/81A patent/IT1144662B/it active
- 1981-03-18 ZA ZA00811802A patent/ZA811802B/xx unknown
- 1981-03-18 AU AU68484/81A patent/AU537090B2/en not_active Ceased
- 1981-03-18 MA MA19308A patent/MA19102A1/fr unknown
- 1981-03-18 HU HU81688A patent/HU189498B/hu unknown
- 1981-03-18 JP JP3807581A patent/JPS56145253A/ja active Pending
- 1981-03-18 FR FR8105439A patent/FR2479201B1/fr not_active Expired
- 1981-03-18 OA OA57356A patent/OA06770A/xx unknown
- 1981-03-18 SE SE8101730A patent/SE8101730L/ not_active Application Discontinuation
-
1984
- 1984-11-21 KE KE3479A patent/KE3479A/xx unknown
- 1984-11-26 SG SG844/84A patent/SG84484G/en unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU691540B2 (en) | Herbicidal diphenyl ether and nitrogen solution compositions and method | |
| RU2029765C1 (ru) | Производные сим-триазинил сульфонилмочевины, композиция для борьбы с ростом нежелательной растительности и способ борьбы с ростом нежелательной растительности | |
| EP0088066B1 (en) | 3,5-bis (trifluoromethyl) phenoxy carboxylic acids and derivatives thereof | |
| US4761176A (en) | Herbicidal 2-haloacetanilides | |
| US4345938A (en) | Herbicidal 2-haloacetanilides | |
| NZ196543A (en) | 2-haloacetanilides and herbicidal compositions | |
| US4567299A (en) | Herbicidal 2-haloacetanilides | |
| US4606759A (en) | Herbicidal 2-haloacetanilides | |
| FI73971C (fi) | 2-halogenacetanilidfoereningar samt herbicidkompositioner innehaollande desamma. | |
| US4758263A (en) | 2-(2,5-difluorophenyl)-4-methyl-1,2,4-oxadiazolidine-3,5 diones | |
| CA1221380A (en) | Herbicidal 2-haloacetanilides | |
| GB2072177A (en) | Herbicidal 2-Haloacetanilides | |
| CA1206165A (en) | Herbicidal 2-haloacetanilides | |
| NZ196549A (en) | 2-haloacetanilides and herbicidal compositions | |
| NZ206253A (en) | N,n-dialkyl-2-(4-substituted-alpha-naphthoxy)-propion-amides and herbicidal compositions | |
| US4242123A (en) | Herbicidal composition and method of use | |
| NZ209254A (en) | Fluorinated pyrrolidone derivatives,and use as herbicides | |
| CN117882720A (zh) | 一种含环己烷-1，3-二酮衍生物的除草剂组合物及其应用 | |
| WO1991013547A1 (en) | Herbicidal compositions of aroylated 1,3-dicarbonyl or 1,3,5-tricarbonyl cyclohexane herbicides and two-part antidote system therefor |