DD149012A5 - Bodeninsektizide mittel - Google Patents

Bodeninsektizide mittel Download PDF

Info

Publication number: DD149012A5
Authority: DD; German Democratic Republic
Prior art keywords: dimethyl; soil; formula; dichlorovinyl; benzyl ester
Prior art date: 1978-09-21

Application number

DD79215614A

Other languages

German (de)

English (en)

Inventor

Klaus Naumann

Erich Klauke

Albrecht Marhold

Bernhard Homeyer

Original Assignee

Bayer Ag

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.)

1978-09-21

Filing date

1979-09-18

Publication date

1981-06-24

1979-09-18 Application filed by Bayer Ag filed Critical Bayer Ag

1981-06-24 Publication of DD149012A5 publication Critical patent/DD149012A5/de

Links

239000002689 soil Substances 0.000 title claims abstract description 35
239000002917 insecticide Substances 0.000 title claims description 12
241000238631 Hexapoda Species 0.000 claims abstract description 17
229910052801 chlorine Inorganic materials 0.000 claims abstract description 11
229910052794 bromium Inorganic materials 0.000 claims abstract description 8
YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical class OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims abstract description 8
238000000034 method Methods 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
239000004606 Fillers/Extenders Substances 0.000 claims description 5
239000004094 surface-active agent Substances 0.000 claims description 3
239000004480 active ingredient Substances 0.000 abstract description 15
239000003795 chemical substances by application Substances 0.000 abstract description 3
238000003898 horticulture Methods 0.000 abstract 1
-1 3-substituted vinyl-1-cyclopropanecarboxylic acids Chemical class 0.000 description 32
239000000460 chlorine Substances 0.000 description 24
150000001875 compounds Chemical class 0.000 description 14
239000002253 acid Substances 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
239000000203 mixture Substances 0.000 description 9
238000009472 formulation Methods 0.000 description 8
239000002904 solvent Substances 0.000 description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
239000013543 active substance Substances 0.000 description 6
239000003995 emulsifying agent Substances 0.000 description 6
150000002148 esters Chemical class 0.000 description 6
241001465754 Metazoa Species 0.000 description 5
241000254109 Tenebrio molitor Species 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
LLMLSUSAKZVFOA-UHFFFAOYSA-N 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(O)=O LLMLSUSAKZVFOA-UHFFFAOYSA-N 0.000 description 4
241000218473 Agrotis Species 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
241000607479 Yersinia pestis Species 0.000 description 4
150000001298 alcohols Chemical class 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000008187 granular material Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
QGCCNWSXJHGUNL-UHFFFAOYSA-N 3-iodo-benzyl alcohol Chemical compound OCC1=CC=CC(I)=C1 QGCCNWSXJHGUNL-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000000975 dye Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
CHLAOFANYRDCPD-UHFFFAOYSA-N 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carbonyl chloride Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(Cl)=O CHLAOFANYRDCPD-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
150000005524 benzylchlorides Chemical class 0.000 description 2
VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
150000001728 carbonyl compounds Chemical class 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
230000006378 damage Effects 0.000 description 2
239000003085 diluting agent Substances 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
229940079593 drug Drugs 0.000 description 2
239000003814 drug Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
230000000749 insecticidal effect Effects 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
239000000463 material Substances 0.000 description 2
239000011707 mineral Substances 0.000 description 2
239000003921 oil Substances 0.000 description 2
239000002798 polar solvent Substances 0.000 description 2
229920000151 polyglycol Polymers 0.000 description 2
239000010695 polyglycol Substances 0.000 description 2
241000894007 species Species 0.000 description 2
WZCXOBMFBKSSFA-UHFFFAOYSA-N (2-iodophenyl)methanol Chemical compound OCC1=CC=CC=C1I WZCXOBMFBKSSFA-UHFFFAOYSA-N 0.000 description 1
CNQRHSZYVFYOIE-UHFFFAOYSA-N (4-iodophenyl)methanol Chemical compound OCC1=CC=C(I)C=C1 CNQRHSZYVFYOIE-UHFFFAOYSA-N 0.000 description 1
DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
OJXJOOTVXRKAQX-UHFFFAOYSA-N 1,3-dibromo-5-(chloromethyl)benzene Chemical compound ClCC1=CC(Br)=CC(Br)=C1 OJXJOOTVXRKAQX-UHFFFAOYSA-N 0.000 description 1
244000215068 Acacia senegal Species 0.000 description 1
241001136265 Agriotes Species 0.000 description 1
RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
241001398046 Amphimallon solstitiale Species 0.000 description 1
241001427556 Anoplura Species 0.000 description 1
241000722823 Armadillidium Species 0.000 description 1
241001174347 Atomaria Species 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
241001142392 Bibio Species 0.000 description 1
241001573716 Blaniulus guttulatus Species 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
229910021532 Calcite Inorganic materials 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
241000426499 Chilo Species 0.000 description 1
241000258920 Chilopoda Species 0.000 description 1
241000251730 Chondrichthyes Species 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
241000254173 Coleoptera Species 0.000 description 1
241001427559 Collembola Species 0.000 description 1
241000683561 Conoderus Species 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
241001212534 Cosmopolites sordidus Species 0.000 description 1
241000500845 Costelytra zealandica Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241001124144 Dermaptera Species 0.000 description 1
241000489975 Diabrotica Species 0.000 description 1
241000258963 Diplopoda Species 0.000 description 1
241000255925 Diptera Species 0.000 description 1
241000353522 Earias insulana Species 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
241001585293 Euxoa Species 0.000 description 1
241000248126 Geophilus Species 0.000 description 1
241001243091 Gryllotalpa Species 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
241001149911 Isopoda Species 0.000 description 1
241000256602 Isoptera Species 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241000255777 Lepidoptera Species 0.000 description 1
241001113970 Linognathus Species 0.000 description 1
241000254025 Locusta migratoria migratorioides Species 0.000 description 1
241001415015 Melanoplus differentialis Species 0.000 description 1
241000254099 Melolontha melolontha Species 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000384105 Oniscus Species 0.000 description 1
241000963706 Onychiurus Species 0.000 description 1
241000238814 Orthoptera Species 0.000 description 1
241000975417 Oscinella frit Species 0.000 description 1
241001147398 Ostrinia nubilalis Species 0.000 description 1
241000721454 Pemphigus Species 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
241000908127 Porcellio scaber Species 0.000 description 1
108010009736 Protein Hydrolysates Proteins 0.000 description 1
235000005805 Prunus cerasus Nutrition 0.000 description 1
241001180370 Psylliodes chrysocephalus Species 0.000 description 1
241001509970 Reticulitermes <genus> Species 0.000 description 1
241000253973 Schistocerca gregaria Species 0.000 description 1
241001157779 Scutigera Species 0.000 description 1
241001313237 Scutigerella immaculata Species 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
241000254181 Sitophilus Species 0.000 description 1
241000256248 Spodoptera Species 0.000 description 1
241000985245 Spodoptera litura Species 0.000 description 1
241000883295 Symphyla Species 0.000 description 1
241000131345 Tipula <genus> Species 0.000 description 1
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
241001274788 Viteus vitifoliae Species 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
239000003513 alkali Substances 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Substances OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
235000019445 benzyl alcohol Nutrition 0.000 description 1
150000003938 benzyl alcohols Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
239000001273 butane Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 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
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000004088 foaming agent Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000004579 marble Substances 0.000 description 1
229910052987 metal hydride Inorganic materials 0.000 description 1
150000004681 metal hydrides Chemical class 0.000 description 1
229920003240 metallophthalocyanine polymer Polymers 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
150000002790 naphthalenes Chemical class 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
VEDDBHYQWFOITD-UHFFFAOYSA-N para-bromobenzyl alcohol Chemical compound OCC1=CC=C(Br)C=C1 VEDDBHYQWFOITD-UHFFFAOYSA-N 0.000 description 1
UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
229960000490 permethrin Drugs 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
239000010453 quartz Substances 0.000 description 1
239000002516 radical scavenger Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
239000011435 rock Substances 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
HZYYPDXFYZDYGF-UHFFFAOYSA-M sodium;3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound [Na+].CC1(C)C(C=C(Cl)Cl)C1C([O-])=O HZYYPDXFYZDYGF-UHFFFAOYSA-M 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000004546 suspension concentrate Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/40—Halogenated unsaturated alcohols
- C07C33/46—Halogenated unsaturated alcohols containing only six-membered aromatic rings as cyclic parts
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
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)

DD79215614A 1978-09-21 1979-09-18 Bodeninsektizide mittel DD149012A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19782840992 DE2840992A1 (de)	1978-09-21	1978-09-21	Mittel gegen bodeninsekten

Publications (1)

Publication Number	Publication Date
DD149012A5 true DD149012A5 (de)	1981-06-24

Family

ID=6049980

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD79215614A DD149012A5 (de)	1978-09-21	1979-09-18	Bodeninsektizide mittel

Country Status (16)

Country	Link
EP (1)	EP0010154A1 (cs)
JP (1)	JPS5545674A (cs)
AU (1)	AU5102679A (cs)
BG (1)	BG30621A3 (cs)
BR (1)	BR7906032A (cs)
CS (1)	CS208136B2 (cs)
DD (1)	DD149012A5 (cs)
DE (1)	DE2840992A1 (cs)
DK (1)	DK392979A (cs)
GR (1)	GR74409B (cs)
IL (1)	IL58270A0 (cs)
NZ (1)	NZ191601A (cs)
OA (1)	OA06343A (cs)
PL (1)	PL218409A1 (cs)
PT (1)	PT70190A (cs)
ZA (1)	ZA794994B (cs)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3145448A1 (de) *	1980-11-18	1982-08-26	Kuraray Co., Ltd., Kurashiki, Okayama	Substitutierter bezylester einer 2,2-dimethyl-3-(2,2-dihalogenvinyl)cyclopropancarbonsaeure, diese enthaltende pestizide mittel sowie verfahren zur bekaempfung von schaedlingen
US4778822A (en) *	1982-05-21	1988-10-18	Imperial Chemical Industries Plc	Insecticidally active ester
FR2932954B1 (fr) *	2008-06-25	2010-11-05	Sbm Dev	Procede de lutte contre les insectes du sol
TWI687161B (zh) *	2016-04-15	2020-03-11	日商大日本除蟲菊股份有限公司	酯化合物及其用途
JP6879449B2 (ja) *	2016-09-23	2021-06-02	大日本除蟲菊株式会社	エステル化合物及びその用途

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE660565A (cs) *	1963-03-18
FR89568E (cs) *	1965-02-12
CH600771A5 (en) *	1975-07-28	1978-06-30	Ciba Geigy Ag	Dichlorovinyloxy-benzyl-cyclopropane-carboxylates
JPS5257142A (en) *	1975-10-30	1977-05-11	Sumitomo Chem Co Ltd	Process for preparing dihalovinyl-cyclopropanecarboxylic acid derivati ves
CH602010A5 (en) *	1975-12-03	1978-07-14	Ciba Geigy Ag	Alkynyloxy-benzyl-cyclopropane-carboxylates
DE2710174A1 (de) *	1977-03-09	1978-09-14	Bayer Ag	Verfahren zur herstellung von dihalogenvinyl-cyclopropancarbonsaeuren und deren ester
DE2721185A1 (de) *	1977-05-11	1978-11-16	Bayer Ag	Verfahren zur herstellung von substituierten vinylcyclopropancarbonsaeurebenzylestern

1978
- 1978-09-21 DE DE19782840992 patent/DE2840992A1/de not_active Withdrawn
1979
- 1979-09-11 EP EP79103384A patent/EP0010154A1/de not_active Withdrawn
- 1979-09-14 BG BG044864A patent/BG30621A3/xx unknown
- 1979-09-17 PT PT70190A patent/PT70190A/pt unknown
- 1979-09-18 NZ NZ191601A patent/NZ191601A/xx unknown
- 1979-09-18 DD DD79215614A patent/DD149012A5/de unknown
- 1979-09-18 IL IL58270A patent/IL58270A0/xx unknown
- 1979-09-18 CS CS796281A patent/CS208136B2/cs unknown
- 1979-09-19 PL PL21840979A patent/PL218409A1/xx unknown
- 1979-09-19 JP JP11945179A patent/JPS5545674A/ja active Pending
- 1979-09-19 GR GR60076A patent/GR74409B/el unknown
- 1979-09-20 BR BR7906032A patent/BR7906032A/pt unknown
- 1979-09-20 DK DK392979A patent/DK392979A/da unknown
- 1979-09-20 AU AU51026/79A patent/AU5102679A/en not_active Abandoned
- 1979-09-20 ZA ZA00794994A patent/ZA794994B/xx unknown
- 1979-09-20 OA OA56902A patent/OA06343A/xx unknown

Also Published As

Publication number	Publication date
DE2840992A1 (de)	1980-05-29
EP0010154A1 (de)	1980-04-30
OA06343A (fr)	1981-06-30
BR7906032A (pt)	1980-05-27
GR74409B (cs)	1984-06-28
DK392979A (da)	1980-03-22
BG30621A3 (en)	1981-07-15
ZA794994B (en)	1980-10-29
JPS5545674A (en)	1980-03-31
CS208136B2 (en)	1981-08-31
AU5102679A (en)	1980-03-27
PT70190A (de)	1979-10-01
NZ191601A (en)	1981-02-11
PL218409A1 (cs)	1981-02-13
IL58270A0 (en)	1979-12-30

Publication	Publication Date	Title
DE2737297C2 (cs)	1990-03-29
DE2826864C2 (cs)	1989-07-06
DE2802962C2 (de)	1985-10-03	Cyclopropancarbonsäureesterderivate und sie enthaltende insektizide Zusammensetzungen
DE2742546C2 (de)	1987-04-16	Ester von Cyclopropancarbonsäuren mit einem polyhalogenierten Substituenten, Verfahren zu deren Herstellung sowie pestizide, antifungide und veterinärmedizinische Mittel
DD267654A5 (de)	1989-05-10	Insektizide mittel
DE3740840A1 (de)	1989-06-08	2,2-difluorcyclopropylethanderivate, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
CH630889A5 (de)	1982-07-15	Verfahren zur herstellung neuer substituierter phenoxybenzyloxycarbonylderivate, und ihre verwendung als insektizide und akarizide.
DE2615435A1 (de)	1977-10-27	Substituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
EP0179018A1 (de)	1986-04-23	Substituierte Benzylether, Schädlingsbekämpfungsmittel enthaltend diese Verbindungen sowie Verfahren zu ihrer Herstellung
DE3602169A1 (de)	1987-07-23	Neue alkan- und alkoxyalkanderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende insektizide und akarizide mittel
DE2757066C2 (cs)	1987-09-10
DE2810634A1 (de)	1979-09-20	Pentafluorbenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide
DD149012A5 (de)	1981-06-24	Bodeninsektizide mittel
EP0247484B1 (de)	1990-08-16	Halogenolefine
EP0198791A1 (de)	1986-10-22	Difluorcyclopropanderivate, Verfahren zu ihrer Herstellung sowie Schädlingsbekämpfungsmittel enthaltend diese Verbindungen
EP0121847A2 (de)	1984-10-17	2,2-Dimethyl-3-(2-halogen-vinyl)-cyclopropancarbonsäure-ester, Verfahren zu ihrer Herstellung und ihrer Verwendung als Schädlingsbekämpfungsmittel
EP0191723A1 (de)	1986-08-20	Aromatische Alkanderivate, Schädlingsbekämpfungsmittel enthaltend diese Vebindungen sowie Verfahren zu ihrer Herstellung
DE3780574T2 (de)	1993-01-21	3-substituierte 4-fluorophenyl-1-(fluoroalkoxyphenyl-carbamoyl)-pyrazolin-insektizide.
DD201561A5 (de)	1983-07-27	Schaedlingsbekaempfungsmittel auf der basis von phenoxybenzylestern
DE2947127A1 (de)	1980-06-12	Trans- oder ueberwiegend trans-2,2-dimethyl-3-(2,2-dichlorvinyl)-cyclopropancarbonsaeure-m-(p-bromphenoxy)- alpha -cyanobenzylester, verfahren zu seiner herstellung und insektizide bzw. akarizide mittel mit einem gehalt an dieser verbindung
DD147906A5 (de)	1981-04-29	Insektizide und akarizide mittel
DE2551257A1 (de)	1976-05-20	Phosphonsaeureester und insektizide mittel
DE4123585C1 (en)	1992-11-05	Fluoroolefin for insecticide and nematocide - prepd. by reacting fluoroolefin intermediate with phosphonium salt in base, for high acaricidal activity
DD147907A5 (de)	1981-04-29	Insektizide und akarizide mittel
DE3715872A1 (de)	1988-11-24	Organische zinnverbindungen, ihre herstellung und ihre verwendung als insektizide und akarizide mittel