CH644587A5 - Herbizid wirksame 2-halogenacetanilide. - Google Patents

Herbizid wirksame 2-halogenacetanilide. Download PDF

Info

Publication number: CH644587A5
Authority: CH; Switzerland
Prior art keywords: compound; ethyl; chloroacetanilide; butoxy; weeds
Prior art date: 1980-03-25

Application number

CH185681A

Other languages

German (de)

English (en)

Inventor

Gerhard Horst Alt

Original Assignee

Monsanto Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1980-03-25

Filing date

1981-03-18

Publication date

1984-08-15

1981-03-18 Application filed by Monsanto Co filed Critical Monsanto Co

1984-08-15 Publication of CH644587A5 publication Critical patent/CH644587A5/de

Links

239000004009 herbicide Substances 0.000 title claims description 63
230000002363 herbicidal effect Effects 0.000 title claims description 42
229910052736 halogen Inorganic materials 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims description 98
241000196324 Embryophyta Species 0.000 claims description 60
235000007164 Oryza sativa Nutrition 0.000 claims description 47
235000009566 rice Nutrition 0.000 claims description 45
-1 chlorallyl Chemical group 0.000 claims description 39
238000002360 preparation method Methods 0.000 claims description 38
238000000034 method Methods 0.000 claims description 31
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 7
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 6
239000002671 adjuvant Substances 0.000 claims description 6
VJZSIBYYEWZWPS-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-prop-2-ynylacetamide Chemical group C(C#C)N(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O VJZSIBYYEWZWPS-UHFFFAOYSA-N 0.000 claims description 5
FZFQPWVHHWSLNQ-UHFFFAOYSA-N N-(butan-2-yloxymethyl)-N-(2-butoxy-6-ethylphenyl)-2-chloroacetamide Chemical group C(C)(CC)OCN(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O FZFQPWVHHWSLNQ-UHFFFAOYSA-N 0.000 claims description 4
241000209094 Oryza Species 0.000 claims 4
LSGWWTREXJVNIB-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-(1-methoxypropan-2-yl)acetamide Chemical group COCC(C)N(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O LSGWWTREXJVNIB-UHFFFAOYSA-N 0.000 claims 3
YMXCSUDBFVOQMU-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-(2-methylbutyl)acetamide Chemical group CC(CN(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O)CC YMXCSUDBFVOQMU-UHFFFAOYSA-N 0.000 claims 3
IYHMTMYYCJMZHN-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-(3-methylbutoxymethyl)acetamide Chemical group C(CC(C)C)OCN(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O IYHMTMYYCJMZHN-UHFFFAOYSA-N 0.000 claims 3
ULIMXGHSNZYFFK-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-N-(butoxymethyl)-2-chloroacetamide Chemical group C(CCC)OCN(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O ULIMXGHSNZYFFK-UHFFFAOYSA-N 0.000 claims 3
FCZIQDXOGHHAJI-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-(2-methylpropoxymethyl)acetamide Chemical group C(C(C)C)OCN(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O FCZIQDXOGHHAJI-UHFFFAOYSA-N 0.000 claims 1
240000007594 Oryza sativa Species 0.000 description 44
238000012360 testing method Methods 0.000 description 29
239000004480 active ingredient Substances 0.000 description 26
HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 22
244000058871 Echinochloa crus-galli Species 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
235000011999 Panicum crusgalli Nutrition 0.000 description 16
240000004519 Sagittaria trifolia Species 0.000 description 13
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
241000759118 Eleocharis kuroguwai Species 0.000 description 12
235000015909 Sagittaria sinensis Nutrition 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
239000000203 mixture Substances 0.000 description 12
240000000178 Monochoria vaginalis Species 0.000 description 10
239000002689 soil Substances 0.000 description 10
244000082735 tidal marsh flat sedge Species 0.000 description 10
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
239000007787 solid Substances 0.000 description 9
239000000126 substance Substances 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 8
239000002245 particle Substances 0.000 description 8
238000007126 N-alkylation reaction Methods 0.000 description 7
238000000921 elemental analysis Methods 0.000 description 7
239000003921 oil Substances 0.000 description 7
235000019198 oils Nutrition 0.000 description 7
239000002904 solvent Substances 0.000 description 7
239000004094 surface-active agent Substances 0.000 description 7
238000011282 treatment Methods 0.000 description 7
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 6
239000004606 Fillers/Extenders Substances 0.000 description 6
235000021536 Sugar beet Nutrition 0.000 description 6
230000000694 effects Effects 0.000 description 6
239000000243 solution Substances 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
241001063191 Elops affinis Species 0.000 description 5
235000002756 Erythrina berteroana Nutrition 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
239000002168 alkylating agent Substances 0.000 description 5
229940100198 alkylating agent Drugs 0.000 description 5
239000004927 clay Substances 0.000 description 5
239000002270 dispersing agent Substances 0.000 description 5
239000008187 granular material Substances 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
239000000080 wetting agent Substances 0.000 description 5
240000006995 Abutilon theophrasti Species 0.000 description 4
241001148727 Bromus tectorum Species 0.000 description 4
240000006122 Chenopodium album Species 0.000 description 4
235000009344 Chenopodium album Nutrition 0.000 description 4
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 4
150000003931 anilides Chemical group 0.000 description 4
HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 4
235000013877 carbamide Nutrition 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
235000008504 concentrate Nutrition 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
239000007788 liquid Substances 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
239000000843 powder Substances 0.000 description 4
229920005552 sodium lignosulfonate Polymers 0.000 description 4
241000508725 Elymus repens Species 0.000 description 3
239000005909 Kieselgur Substances 0.000 description 3
SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 description 3
229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
241000205407 Polygonum Species 0.000 description 3
229920002396 Polyurea Polymers 0.000 description 3
235000008515 Setaria glauca Nutrition 0.000 description 3
235000001155 Setaria leucopila Nutrition 0.000 description 3
244000010062 Setaria pumila Species 0.000 description 3
150000008061 acetanilides Chemical class 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
239000012736 aqueous medium Substances 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
239000007900 aqueous suspension Substances 0.000 description 3
229960000892 attapulgite Drugs 0.000 description 3
239000000440 bentonite Substances 0.000 description 3
229910000278 bentonite Inorganic materials 0.000 description 3
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
210000003608 fece Anatomy 0.000 description 3
230000005764 inhibitory process Effects 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
239000003094 microcapsule Substances 0.000 description 3
239000011707 mineral Substances 0.000 description 3
235000010755 mineral Nutrition 0.000 description 3
229910052625 palygorskite Inorganic materials 0.000 description 3
238000003359 percent control normalization Methods 0.000 description 3
150000003141 primary amines Chemical class 0.000 description 3
230000001681 protective effect Effects 0.000 description 3
239000007921 spray Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 description 2
244000237956 Amaranthus retroflexus Species 0.000 description 2
235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 2
240000001579 Cirsium arvense Species 0.000 description 2
235000005918 Cirsium arvense Nutrition 0.000 description 2
235000005853 Cyperus esculentus Nutrition 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
244000152970 Digitaria sanguinalis Species 0.000 description 2
235000010823 Digitaria sanguinalis Nutrition 0.000 description 2
244000068988 Glycine max Species 0.000 description 2
235000010469 Glycine max Nutrition 0.000 description 2
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 2
235000021506 Ipomoea Nutrition 0.000 description 2
241000207783 Ipomoea Species 0.000 description 2
240000001549 Ipomoea eriocarpa Species 0.000 description 2
235000005146 Ipomoea eriocarpa Nutrition 0.000 description 2
229920001732 Lignosulfonate Polymers 0.000 description 2
235000003403 Limnocharis flava Nutrition 0.000 description 2
244000173610 Mentha aquatica Species 0.000 description 2
235000012629 Mentha aquatica Nutrition 0.000 description 2
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
241000209117 Panicum Species 0.000 description 2
229930040373 Paraformaldehyde Natural products 0.000 description 2
235000017337 Persicaria hydropiper Nutrition 0.000 description 2
235000004442 Polygonum persicaria Nutrition 0.000 description 2
241000533293 Sesbania emerus Species 0.000 description 2
241000209072 Sorghum Species 0.000 description 2
240000002439 Sorghum halepense Species 0.000 description 2
235000011684 Sorghum saccharatum Nutrition 0.000 description 2
QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
241001506766 Xanthium Species 0.000 description 2
244000067505 Xanthium strumarium Species 0.000 description 2
150000003869 acetamides Chemical class 0.000 description 2
229960001413 acetanilide Drugs 0.000 description 2
229960000583 acetic acid Drugs 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 description 2
150000004657 carbamic acid derivatives Chemical class 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000002361 compost Substances 0.000 description 2
230000003750 conditioning effect Effects 0.000 description 2
239000000428 dust Substances 0.000 description 2
QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 2
239000003337 fertilizer Substances 0.000 description 2
125000000623 heterocyclic group Chemical group 0.000 description 2
239000003864 humus Substances 0.000 description 2
238000011065 in-situ storage Methods 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
239000010871 livestock manure Substances 0.000 description 2
229910052943 magnesium sulfate Inorganic materials 0.000 description 2
235000019341 magnesium sulphate Nutrition 0.000 description 2
FFVXNUAXDKUQLA-UHFFFAOYSA-N n-(2-butoxy-6-ethylphenyl)-2-chloroacetamide Chemical compound CCCCOC1=CC=CC(CC)=C1NC(=O)CCl FFVXNUAXDKUQLA-UHFFFAOYSA-N 0.000 description 2
ZTHRQJQJODGZHV-UHFFFAOYSA-N n-phenylpropanamide Chemical compound CCC(=O)NC1=CC=CC=C1 ZTHRQJQJODGZHV-UHFFFAOYSA-N 0.000 description 2
229920002866 paraformaldehyde Polymers 0.000 description 2
239000012071 phase Substances 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
229910052903 pyrophyllite Inorganic materials 0.000 description 2
239000004576 sand Substances 0.000 description 2
ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229910052708 sodium Inorganic materials 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
238000003756 stirring Methods 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
FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 description 1
QOOQLKSEGVNYLA-UHFFFAOYSA-N 1-$l^{1}-oxidanylbutane Chemical compound CCCC[O] QOOQLKSEGVNYLA-UHFFFAOYSA-N 0.000 description 1
CUZLJOLBIRPEFB-UHFFFAOYSA-N 1-methoxypropan-2-one Chemical compound COCC(C)=O CUZLJOLBIRPEFB-UHFFFAOYSA-N 0.000 description 1
NDUPDOJHUQKPAG-UHFFFAOYSA-M 2,2-Dichloropropanoate Chemical compound CC(Cl)(Cl)C([O-])=O NDUPDOJHUQKPAG-UHFFFAOYSA-M 0.000 description 1
YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-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
QQIBLGZGULJSSY-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)acetic acid;2-(2,4-dichlorophenoxy)acetic acid Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O.OC(=O)COC1=CC=C(Cl)C=C1Cl QQIBLGZGULJSSY-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
OQIZZFNNHRWHCC-UHFFFAOYSA-N 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxypropan-2-yl)acetamide 2-chloro-N-phenyl-N-propan-2-ylacetamide Chemical compound CC1=C(N(C(CCl)=O)C(C)(C)OC)C(=CC=C1)CC.C(C)C1=C(N(C(CCl)=O)COC)C(=CC=C1)CC.C(C)(C)N(C1=CC=CC=C1)C(CCl)=O OQIZZFNNHRWHCC-UHFFFAOYSA-N 0.000 description 1
VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical class ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 description 1
MJCQFBKIFDVTTR-UHFFFAOYSA-N 2-hydroxyimino-2-phenylacetonitrile Chemical compound ON=C(C#N)C1=CC=CC=C1 MJCQFBKIFDVTTR-UHFFFAOYSA-N 0.000 description 1
125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
ZVEYEODJSDQDEW-UHFFFAOYSA-N 3-(3-chloro-4-methylphenyl)-1,1-dimethylurea 1-(4-chlorophenoxy)-3,3-dimethyl-1-phenylurea Chemical compound CN(C(=O)NC1=CC(=C(C=C1)C)Cl)C.ClC1=CC=C(ON(C(N(C)C)=O)C2=CC=CC=C2)C=C1 ZVEYEODJSDQDEW-UHFFFAOYSA-N 0.000 description 1
WMENARJXPZNULL-UHFFFAOYSA-N 3-amino-2,5-dichlorobenzoic acid 3,6-dichloro-2-methoxybenzoic acid 2-(2,3,6-trichlorophenyl)acetic acid Chemical compound ClC1=C(C(=CC=C1Cl)Cl)CC(=O)O.COC1=C(C(=O)O)C(=CC=C1Cl)Cl.NC=1C(=C(C(=O)O)C=C(C1)Cl)Cl WMENARJXPZNULL-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
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
XONPMMZQHLTKIC-UHFFFAOYSA-N 5-bromo-6-methyl-3-propan-2-yl-1h-pyrimidine-2,4-dione;1-methyl-4-(1-methylpyridin-1-ium-4-yl)pyridin-1-ium Chemical compound CC(C)N1C(=O)NC(C)=C(Br)C1=O.C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 XONPMMZQHLTKIC-UHFFFAOYSA-N 0.000 description 1
IDIJNTOKCPEUSN-UHFFFAOYSA-N 6-chloro-2-n,4-n-di(propan-2-yl)-1,3,5-triazine-2,4-diamine;6-chloro-4-n-ethyl-2-n-propan-2-yl-1,3,5-triazine-2,4-diamine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1.CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 IDIJNTOKCPEUSN-UHFFFAOYSA-N 0.000 description 1
241000251468 Actinopterygii 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
244000291564 Allium cepa Species 0.000 description 1
235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 1
235000007320 Avena fatua Nutrition 0.000 description 1
241000209764 Avena fatua Species 0.000 description 1
239000005484 Bifenox Substances 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
241000132536 Cirsium Species 0.000 description 1
244000285774 Cyperus esculentus Species 0.000 description 1
240000001505 Cyperus odoratus Species 0.000 description 1
235000017896 Digitaria Nutrition 0.000 description 1
241001303487 Digitaria <clam> Species 0.000 description 1
235000001602 Digitaria X umfolozi Nutrition 0.000 description 1
235000017898 Digitaria ciliaris Nutrition 0.000 description 1
235000005476 Digitaria cruciata Nutrition 0.000 description 1
235000006830 Digitaria didactyla Nutrition 0.000 description 1
235000005804 Digitaria eriantha ssp. eriantha Nutrition 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
241000192043 Echinochloa Species 0.000 description 1
235000014716 Eleusine indica Nutrition 0.000 description 1
244000248416 Fagopyrum cymosum Species 0.000 description 1
239000005575 MCPB Substances 0.000 description 1
101150039283 MCPB gene Proteins 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
CTTCNHXKEJDFLB-UHFFFAOYSA-N N-(2-butoxy-6-ethylphenyl)-2-chloro-N-(2-methoxypropan-2-yl)acetamide Chemical compound COC(C)(C)N(C1=C(C=CC=C1CC)OCCCC)C(CCl)=O CTTCNHXKEJDFLB-UHFFFAOYSA-N 0.000 description 1
LVKTWOXHRYGDMM-UHFFFAOYSA-N Naproanilide Chemical compound C=1C=C2C=CC=CC2=CC=1OC(C)C(=O)NC1=CC=CC=C1 LVKTWOXHRYGDMM-UHFFFAOYSA-N 0.000 description 1
CCGPUGMWYLICGL-UHFFFAOYSA-N Neburon Chemical compound CCCCN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 CCGPUGMWYLICGL-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
235000019482 Palm oil Nutrition 0.000 description 1
235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
241000209504 Poaceae Species 0.000 description 1
RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
244000292697 Polygonum aviculare Species 0.000 description 1
235000006386 Polygonum aviculare Nutrition 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
XJCLWVXTCRQIDI-UHFFFAOYSA-N Sulfallate Chemical compound CCN(CC)C(=S)SCC(Cl)=C XJCLWVXTCRQIDI-UHFFFAOYSA-N 0.000 description 1
235000021307 Triticum Nutrition 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
239000012346 acetyl chloride Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000004183 alkoxy alkyl group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
125000000304 alkynyl group Chemical group 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
229940051881 anilide analgesics and antipyretics Drugs 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
239000000729 antidote Substances 0.000 description 1
229940075522 antidotes Drugs 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000001559 benzoic acids Chemical class 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
229920001400 block copolymer Polymers 0.000 description 1
229920005551 calcium lignosulfonate Polymers 0.000 description 1
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 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
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
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
238000000576 coating method Methods 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
244000038559 crop plants Species 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
230000018109 developmental process 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
CRPOUZQWHJYTMS-UHFFFAOYSA-N dialuminum;magnesium;disilicate Chemical class [Mg+2].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] CRPOUZQWHJYTMS-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
SDIXRDNYIMOKSG-UHFFFAOYSA-L disodium methyl arsenate Chemical compound [Na+].[Na+].C[As]([O-])([O-])=O SDIXRDNYIMOKSG-UHFFFAOYSA-L 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 class [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
239000004495 emulsifiable concentrate Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000010685 fatty oil Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
238000009472 formulation Methods 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000012362 glacial acetic acid Substances 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
XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 1
230000012010 growth Effects 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
235000008216 herbs Nutrition 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
239000003112 inhibitor Substances 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 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
238000002386 leaching Methods 0.000 description 1
XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 1
159000000003 magnesium salts Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
JYQQWQJCEUMXQZ-UHFFFAOYSA-N methyl cyanate Chemical compound COC#N JYQQWQJCEUMXQZ-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
JITOKQVGRJSHHA-UHFFFAOYSA-M monosodium methyl arsenate Chemical compound [Na+].C[As](O)([O-])=O JITOKQVGRJSHHA-UHFFFAOYSA-M 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
JXTHEWSKYLZVJC-UHFFFAOYSA-N naptalam Chemical compound OC(=O)C1=CC=CC=C1C(=O)NC1=CC=CC2=CC=CC=C12 JXTHEWSKYLZVJC-UHFFFAOYSA-N 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
150000005181 nitrobenzenes Chemical class 0.000 description 1
XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
150000002829 nitrogen 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
239000012074 organic phase Substances 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
239000002540 palm oil Substances 0.000 description 1
239000008188 pellet Substances 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
239000003208 petroleum Chemical class 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
230000008654 plant damage Effects 0.000 description 1
230000008635 plant growth Effects 0.000 description 1
229910003446 platinum oxide Inorganic materials 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
229940051841 polyoxyethylene ether Drugs 0.000 description 1
229920000056 polyoxyethylene ether 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
239000003755 preservative agent Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 description 1
YORCIIVHUBAYBQ-UHFFFAOYSA-N propargyl bromide Chemical compound BrCC#C YORCIIVHUBAYBQ-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
PHNUZKMIPFFYSO-UHFFFAOYSA-N propyzamide Chemical compound C#CC(C)(C)NC(=O)C1=CC(Cl)=CC(Cl)=C1 PHNUZKMIPFFYSO-UHFFFAOYSA-N 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
150000003839 salts Chemical class 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
238000009331 sowing Methods 0.000 description 1
241000894007 species Species 0.000 description 1
238000005507 spraying Methods 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
239000000375 suspending agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 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
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
- 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
- A01N37/22—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 the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
- A01N37/24—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 the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides containing at least one oxygen or sulfur atom being directly attached to the same aromatic ring system

Landscapes

Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (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)

CH185681A 1980-03-25 1981-03-18 Herbizid wirksame 2-halogenacetanilide. CH644587A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US13371980A	1980-03-25	1980-03-25

Publications (1)

Publication Number	Publication Date
CH644587A5 true CH644587A5 (de)	1984-08-15

Family

ID=22459989

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH185681A CH644587A5 (de)	1980-03-25	1981-03-18	Herbizid wirksame 2-halogenacetanilide.

Country Status (25)

Country	Link
JP (1)	JPS56145258A (ro)
AR (1)	AR229674A1 (ro)
AT (1)	AT375527B (ro)
AU (1)	AU537618B2 (ro)
BE (1)	BE887998A (ro)
BG (1)	BG36194A3 (ro)
BR (1)	BR8101602A (ro)
CH (1)	CH644587A5 (ro)
CS (1)	CS219856B2 (ro)
DD (1)	DD157299A5 (ro)
DE (1)	DE3110421A1 (ro)
DK (1)	DK121581A (ro)
EG (1)	EG14796A (ro)
FR (1)	FR2479200A1 (ro)
GB (1)	GB2072183B (ro)
IL (1)	IL62418A (ro)
IT (1)	IT1193585B (ro)
LU (1)	LU83227A1 (ro)
NL (1)	NL8101318A (ro)
NZ (1)	NZ196549A (ro)
PL (1)	PL125384B1 (ro)
PT (1)	PT72684B (ro)
RO (1)	RO81730A (ro)
SE (1)	SE8101737L (ro)
ZA (1)	ZA811809B (ro)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
PL125385B1 (en) *	1980-03-25	1983-05-31	Monsanto Co	Herbicide

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3268584A (en) *	1961-08-28	1966-08-23	Monsanto Co	Herbicidal alpha-haloacetanilides
US3547620A (en) *	1969-01-23	1970-12-15	Monsanto Co	N-(oxamethyl)alpha-halo-acetanilide herbicides
GB1407205A (en) *	1971-09-17	1975-09-24	Girling Ltd	Vehicle braking systems
CH593917A5 (en) *	1973-03-30	1977-12-30	Ciba Geigy Ag	N-substd haloacetanilides - as selective herbicides
CH585191A5 (en) *	1973-02-08	1977-02-28	Ciba Geigy Ag	N-substd halogen acetanilide herbicides - prepd. from N-substd anilines and chloracetic anhydride or chloracetyl chloride
PL125385B1 (en) *	1980-03-25	1983-05-31	Monsanto Co	Herbicide

1981
- 1981-03-18 AT AT0126481A patent/AT375527B/de not_active IP Right Cessation
- 1981-03-18 DE DE19813110421 patent/DE3110421A1/de not_active Withdrawn
- 1981-03-18 CH CH185681A patent/CH644587A5/de not_active IP Right Cessation
- 1981-03-18 IT IT20414/81A patent/IT1193585B/it active
- 1981-03-18 BE BE0/204165A patent/BE887998A/fr not_active IP Right Cessation
- 1981-03-18 NL NL8101318A patent/NL8101318A/nl not_active Application Discontinuation
- 1981-03-18 DD DD81228407A patent/DD157299A5/de unknown
- 1981-03-18 JP JP3808181A patent/JPS56145258A/ja active Pending
- 1981-03-18 PL PL1981230207A patent/PL125384B1/pl unknown
- 1981-03-18 RO RO81103733A patent/RO81730A/ro unknown
- 1981-03-18 FR FR8105437A patent/FR2479200A1/fr active Granted
- 1981-03-18 BG BG051270A patent/BG36194A3/xx unknown
- 1981-03-18 IL IL62418A patent/IL62418A/xx unknown
- 1981-03-18 GB GB8108386A patent/GB2072183B/en not_active Expired
- 1981-03-18 NZ NZ196549A patent/NZ196549A/en unknown
- 1981-03-18 AR AR284654A patent/AR229674A1/es active
- 1981-03-18 DK DK121581A patent/DK121581A/da not_active Application Discontinuation
- 1981-03-18 BR BR8101602A patent/BR8101602A/pt unknown
- 1981-03-18 CS CS811987A patent/CS219856B2/cs unknown
- 1981-03-18 ZA ZA00811809A patent/ZA811809B/xx unknown
- 1981-03-18 SE SE8101737A patent/SE8101737L/ not_active Application Discontinuation
- 1981-03-18 EG EG81146A patent/EG14796A/xx active
- 1981-03-18 AU AU68491/81A patent/AU537618B2/en not_active Ceased
- 1981-03-18 LU LU83227A patent/LU83227A1/fr unknown
- 1981-03-18 PT PT72684A patent/PT72684B/pt unknown

Also Published As

Publication number	Publication date
IL62418A0 (en)	1981-05-20
FR2479200A1 (fr)	1981-10-02
JPS56145258A (en)	1981-11-11
IL62418A (en)	1984-10-31
DE3110421A1 (de)	1982-01-21
BR8101602A (pt)	1981-09-29
LU83227A1 (fr)	1981-10-30
PT72684B (en)	1982-03-24
RO81730A (ro)	1983-06-01
DD157299A5 (de)	1982-11-03
GB2072183B (en)	1984-04-18
FR2479200B1 (ro)	1984-12-14
ATA126481A (de)	1984-01-15
IT1193585B (it)	1988-07-08
PL125384B1 (en)	1983-05-31
AT375527B (de)	1984-08-10
PL230207A1 (ro)	1981-11-13
NL8101318A (nl)	1981-10-16
DK121581A (da)	1981-09-26
IT8120414A0 (it)	1981-03-18
PT72684A (en)	1981-04-01
AR229674A1 (es)	1983-10-31
GB2072183A (en)	1981-09-30
BG36194A3 (en)	1984-09-14
CS219856B2 (en)	1983-03-25
ZA811809B (en)	1982-04-28
NZ196549A (en)	1984-02-03
RO81730B (ro)	1983-05-30
SE8101737L (sv)	1981-09-26
AU6849181A (en)	1981-10-01
BE887998A (fr)	1981-09-18
IT8120414A1 (it)	1982-09-18
AU537618B2 (en)	1984-07-05
EG14796A (en)	1985-03-31

Publication	Publication Date	Title
DE2944783A1 (de)	1980-05-22	Diphenylaetherderivate und herbizide
DE69329531T2 (de)	2001-02-08	Triazolinone enthaltende herbizide zusammensetzungen
DE3047629C2 (ro)	1989-01-05
EP1661459A2 (de)	2006-05-31	Herbizide Mischungen
DE3110473C2 (de)	1986-02-13	N-Alkyl-2'-n-butoxy-6'-ethyl-2-chloracetanilide und Herbizide, welche diese Verbindungen enthalten
DE69728873T2 (de)	2005-03-31	Herbizide zusammensetzung
DE2830351A1 (de)	1980-01-24	Acylanilide
CH644587A5 (de)	1984-08-15	Herbizid wirksame 2-halogenacetanilide.
EP0823995B1 (de)	2011-02-16	Synergistische Wirkstoffkombinationen zur Bekämpfung von Schadpflanzen in Nutzpflanzenkulturen
CH644367A5 (de)	1984-07-31	Herbizid wirksame 2-halogenacetamide.
DE3110525C2 (de)	1986-10-30	2-Chloracetanilide und sie enthaltende Herbizide
US4761176A (en)	1988-08-02	Herbicidal 2-haloacetanilides
DE3110523C2 (de)	1986-02-06	2'-Trifluor-methyl-2-chloracetanilide und sie enthaltende Herbizide
DE69216905T2 (de)	1997-05-15	Herbizide Zusammensetzungen mit verbesserter Getreide-Sicherheit
CH644350A5 (de)	1984-07-31	Herbizide 2-halogenacetanilide.
CH644584A5 (de)	1984-08-15	Herbizid wirksame 2-halogenacetanilide.
DE3110452C2 (de)	1986-10-16	2-Chloracetanilide und sie enthaltende Herbizide
EP0052825B1 (de)	1984-02-22	Selektiv-herbizide Mittel auf Triazindion-Basis
DE3309141A1 (de)	1984-09-20	Herbizide zusammensetzung
CH650778A5 (de)	1985-08-15	2-halogenacetamid-herbizide.
DE3043977A1 (de)	1982-07-01	Selektiv-herbizide mittel auf triazindion-basis
DD261304A5 (de)	1988-10-26	Pestizide mittel und verfahren zur bekaempfung von pahtogenen fungi-schaedlingen u./o. unkraeutern
DE3127861A1 (de)	1983-02-03	Selektiv - herbizide mittel auf triazindion-basis

Legal Events

Date	Code	Title	Description
1986-11-28	PL	Patent ceased
2024-10-31	PL	Patent ceased