CH574711A5 - O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activity - Google Patents
O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activityInfo
- Publication number
- CH574711A5 CH574711A5 CH952972A CH952972A CH574711A5 CH 574711 A5 CH574711 A5 CH 574711A5 CH 952972 A CH952972 A CH 952972A CH 952972 A CH952972 A CH 952972A CH 574711 A5 CH574711 A5 CH 574711A5
- Authority
- CH
- Switzerland
- Prior art keywords
- larvae
- formula
- compound
- alkyl
- hydrogen
- Prior art date
Links
- 230000000895 acaricidal effect Effects 0.000 title claims description 7
- 230000000749 insecticidal effect Effects 0.000 title claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 5
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 23
- 238000012360 testing method Methods 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
- 239000004480 active ingredient Substances 0.000 claims description 9
- 239000000839 emulsion Substances 0.000 claims description 7
- 241000426497 Chilo suppressalis Species 0.000 claims description 6
- 241000258916 Leptinotarsa decemlineata Species 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 239000008187 granular material Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 241000238876 Acari Species 0.000 claims description 4
- 241000196324 Embryophyta Species 0.000 claims description 4
- 244000061176 Nicotiana tabacum Species 0.000 claims description 4
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 4
- 244000046052 Phaseolus vulgaris Species 0.000 claims description 4
- 241000949016 Rhipicephalus bursa Species 0.000 claims description 4
- 241000238680 Rhipicephalus microplus Species 0.000 claims description 4
- 244000061456 Solanum tuberosum Species 0.000 claims description 4
- 241000256250 Spodoptera littoralis Species 0.000 claims description 4
- 241001454293 Tetranychus urticae Species 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 230000001419 dependent effect Effects 0.000 claims description 4
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 235000013601 eggs Nutrition 0.000 claims description 4
- 238000011156 evaluation Methods 0.000 claims description 4
- 238000002474 experimental method Methods 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000002574 poison Substances 0.000 claims description 4
- 231100000614 poison Toxicity 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 241000607479 Yersinia pestis Species 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 239000000575 pesticide Substances 0.000 claims description 3
- 239000007921 spray Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 235000009161 Espostoa lanata Nutrition 0.000 claims description 2
- 240000001624 Espostoa lanata Species 0.000 claims description 2
- 241000238631 Hexapoda Species 0.000 claims description 2
- 206010061217 Infestation Diseases 0.000 claims description 2
- 241001465754 Metazoa Species 0.000 claims description 2
- 240000007594 Oryza sativa Species 0.000 claims description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims description 2
- 238000004587 chromatography analysis Methods 0.000 claims description 2
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 claims description 2
- 235000005489 dwarf bean Nutrition 0.000 claims description 2
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 2
- 235000013305 food Nutrition 0.000 claims description 2
- 239000011521 glass Substances 0.000 claims description 2
- 230000001418 larval effect Effects 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract description 2
- 150000001340 alkali metals Chemical group 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract 2
- KDTZBYPBMTXCSO-UHFFFAOYSA-N 2-phenoxyphenol Chemical compound OC1=CC=CC=C1OC1=CC=CC=C1 KDTZBYPBMTXCSO-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical group N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- 125000005210 alkyl ammonium group Chemical group 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 239000002904 solvent Substances 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241001415279 Pseudococcidae Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 241001124076 Aphididae Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 241000238660 Blattidae Species 0.000 description 1
- 241000257161 Calliphoridae Species 0.000 description 1
- 241001414835 Cimicidae Species 0.000 description 1
- 241000256113 Culicidae Species 0.000 description 1
- 241001466044 Delphacidae Species 0.000 description 1
- 241001481702 Dermanyssidae Species 0.000 description 1
- 241001414830 Diaspididae Species 0.000 description 1
- 241001243087 Gryllotalpidae Species 0.000 description 1
- 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 1
- 241001124557 Lymantriidae Species 0.000 description 1
- 241000257226 Muscidae Species 0.000 description 1
- 241000256259 Noctuidae Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000258921 Pulicidae Species 0.000 description 1
- 241000255893 Pyralidae Species 0.000 description 1
- 241001510071 Pyrrhocoridae Species 0.000 description 1
- 241001124072 Reduviidae Species 0.000 description 1
- 241000254107 Tenebrionidae Species 0.000 description 1
- 241000255588 Tephritidae Species 0.000 description 1
- 241001454295 Tetranychidae Species 0.000 description 1
- 241000896028 Tettigoniidae Species 0.000 description 1
- 241000130767 Tineidae Species 0.000 description 1
- 241000131339 Tipulidae Species 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
- C07F9/165—Esters of thiophosphoric acids
- C07F9/18—Esters of thiophosphoric acids with hydroxyaryl compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Biochemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (16)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH952972A CH574711A5 (en) | 1972-06-23 | 1972-06-23 | O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activity |
| IL42475A IL42475A0 (en) | 1972-06-23 | 1973-06-11 | Diphenyl ether derivatives containing phsophorus their manufacture and their use as pesticides |
| CA173,880A CA1009247A (en) | 1972-06-23 | 1973-06-12 | Diphenyl ethers |
| DE2331594A DE2331594A1 (de) | 1972-06-23 | 1973-06-20 | Neue diphenylaether |
| NL7308580A NL7308580A (fr) | 1972-06-23 | 1973-06-20 | |
| US00371905A US3833691A (en) | 1972-06-23 | 1973-06-20 | 2-(o,s-dilower alkyl-thiolphosphoryl)diphenyl ethers |
| EG237/73A EG11418A (en) | 1972-06-23 | 1973-06-21 | New diphenyl ethers used as insecticides |
| IT25750/73A IT989407B (it) | 1972-06-23 | 1973-06-22 | Difenileteri |
| AT551573A AT321645B (de) | 1972-06-23 | 1973-06-22 | Insektizide und akarizide Mittel |
| FR7322868A FR2423496A1 (fr) | 1972-06-23 | 1973-06-22 | Phosphorothiolates de phenoxyphenyles et produits pesticides qui en contiennent |
| JP48070690A JPS4954542A (fr) | 1972-06-23 | 1973-06-22 | |
| BE132585A BE801290A (fr) | 1972-06-23 | 1973-06-22 | Phosphorothiolates de phenoxyphenyles et produits pesticides qui en contiennent |
| ZA734236A ZA734236B (en) | 1972-06-23 | 1973-06-22 | New diphenyl ethers |
| GB2988673A GB1424397A (en) | 1972-06-23 | 1973-06-22 | Pesticidal phosphorus containing diphenyl ethers |
| DD171767A DD106258A5 (fr) | 1972-06-23 | 1973-06-22 | |
| ES416145A ES416145A1 (es) | 1972-06-23 | 1973-06-22 | Procedimiento para la fabricacion de nuevos esteres defini-licos fosforo organicos. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH952972A CH574711A5 (en) | 1972-06-23 | 1972-06-23 | O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH574711A5 true CH574711A5 (en) | 1976-04-30 |
Family
ID=4352949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH952972A CH574711A5 (en) | 1972-06-23 | 1972-06-23 | O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activity |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE801290A (fr) |
| CH (1) | CH574711A5 (fr) |
| ZA (1) | ZA734236B (fr) |
-
1972
- 1972-06-23 CH CH952972A patent/CH574711A5/de not_active IP Right Cessation
-
1973
- 1973-06-22 BE BE132585A patent/BE801290A/fr unknown
- 1973-06-22 ZA ZA734236A patent/ZA734236B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA734236B (en) | 1974-03-27 |
| BE801290A (fr) | 1973-12-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH574711A5 (en) | O-phenoxyphenyl-o-alkyl-s-alkyl thiophosphates - with insecticidal and acaricidal activity | |
| DE2331594A1 (de) | Neue diphenylaether | |
| DE2411809A1 (de) | Thiolphosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung | |
| CH571815A5 (en) | Benztriazinonylmethyl organophosphorus esters - insecticides acaricides, fungicides, bactericides and nematocides | |
| CH574712A5 (en) | O-alkyl-s-alkyl-o-nitrophenyl thiophosphates - with pesticidal activity | |
| DE2422324C2 (de) | Diphenyläther-phosphorverbindungen, Verfahren zu ihrer Herstellung und diese enthaltende Schädlingsbekämpfungsmittel | |
| US3988445A (en) | Control of insects with O-(methyl or ethyl)-O(S)-lower alkoxyl-O-(4-phenoxyphenyl)-phosphates | |
| DE2334099C3 (de) | O.S-Dialkyl-O-azobenzo-thiolphosphate, Verfahren zu ihrer Herstellung und Schädlingsbekämpfungsmittel | |
| CH580387A5 (en) | Diphenylether phosphates as pesticides - from hydroxy diphenyl ethers and substd. phosphoric acid chlorides | |
| CH572308A5 (en) | Pesticidal phosphorothiolates and-thiolothionates - O-(m)ethyl-5-propyl or butyl-O-substd phenyl-phosphorothiolates and-thiolothionates are insecticides, acaracides and fungicides | |
| CH573710A5 (en) | S-diphenylmethyl phosphorodithioates - with insecticidal, acaricidal, bactericidal, fungicidal and nematocidal activity | |
| CH575210A5 (en) | O-(1-aryl-2-halovinyl) (di)thiophosphates - insecticides acaricides and nematocides | |
| CH570765A5 (en) | Pyridyl (di)thiophosphates prepn - with biocidal activity | |
| CH574215A5 (en) | 0-(2-Alkenylphenyl) O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity | |
| CH581435A5 (en) | Pesticidal 1,2,3-Triazol-4-yl-(thiono)phosph(on)ates - prepd. by reacting 4-hydroxy-1,2,4-triazoles with (thiono)phosphor(on)yl halides | |
| CH570763A5 (en) | Azobenzene organophosphorus esters - useful as insecticides and acaricides | |
| DE2418363A1 (de) | 1,2,4-thiadiazolyl-phosphorverbindungen, verfahren zu ihrer herstellung und ihre verwendung | |
| DE2356453A1 (de) | Alkylendithiophosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung | |
| CH575717A5 (en) | S-Arylthioalkyl-O,S-dialkyl dithiophosphates - with insecticidal, acaricidal, fungicidal, nematocidal activity, etc. | |
| CH576232A5 (en) | Thiophosphate esters - insecticides,acaricides,fungistats and bacteriostats | |
| DE2439663A1 (de) | Diphenylaetherphosphate, verfahren zu ihrer herstellung und ihre verwendung | |
| CH573206A5 (en) | Pesticidal 5-halo-1,2,4-triazol-3-yl carbamates - e.g. 1-isopropyl-5-chloro-1,2,4-triazol-3-yl dimethylcarbamate | |
| CH564307A5 (en) | Subst phenyl (di) thiophosphates - wi h pesticidal activity | |
| CH583518A5 (en) | 0-(2-Alkenylphenyl) O,S-dialkyl thiophosphates - with insecticidal, acaricidal, fungicidal and nematocidal activity | |
| CH602010A5 (en) | Alkynyloxy-benzyl-cyclopropane-carboxylates |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |