DE1545787A1 - Verfahren zur Herstellung von Phosphon- bzw. Thionphosphonsaeureestern - Google Patents
Verfahren zur Herstellung von Phosphon- bzw. ThionphosphonsaeureesternInfo
- Publication number
- DE1545787A1 DE1545787A1 DE19651545787 DE1545787A DE1545787A1 DE 1545787 A1 DE1545787 A1 DE 1545787A1 DE 19651545787 DE19651545787 DE 19651545787 DE 1545787 A DE1545787 A DE 1545787A DE 1545787 A1 DE1545787 A1 DE 1545787A1
- Authority
- DE
- Germany
- Prior art keywords
- phosphonic
- acid esters
- lower alkyl
- general formula
- compounds according
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 22
- 239000002253 acid Substances 0.000 title claims description 9
- 150000002148 esters Chemical class 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 241000607479 Yersinia pestis Species 0.000 claims description 7
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 238000012360 testing method Methods 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- GRFNBEZIAWKNCO-UHFFFAOYSA-N 3-pyridinol Chemical class OC1=CC=CN=C1 GRFNBEZIAWKNCO-UHFFFAOYSA-N 0.000 description 7
- -1 ester halides Chemical class 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-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
- 239000002904 solvent Substances 0.000 description 6
- 241001124076 Aphididae Species 0.000 description 5
- 240000003291 Armoracia rusticana Species 0.000 description 5
- 235000011330 Armoracia rusticana Nutrition 0.000 description 5
- 230000000895 acaricidal effect Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 241000255925 Diptera Species 0.000 description 4
- 241001454295 Tetranychidae Species 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000000749 insecticidal effect Effects 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 241001124134 Chrysomelidae Species 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- 241000238876 Acari Species 0.000 description 2
- 241000256118 Aedes aegypti Species 0.000 description 2
- 241001425390 Aphis fabae Species 0.000 description 2
- 240000007124 Brassica oleracea Species 0.000 description 2
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 2
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 2
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 241000254173 Coleoptera Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- UHFMDUIMUVSXJC-UHFFFAOYSA-N 1-hydroxy-2h-pyridine Chemical compound ON1CC=CC=C1 UHFMDUIMUVSXJC-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- IIVWHGMLFGNMOW-UHFFFAOYSA-N 2-methylpropane Chemical compound C[C](C)C IIVWHGMLFGNMOW-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 1
- 241000256111 Aedes <genus> Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000396583 Cochlearia Species 0.000 description 1
- 241000256113 Culicidae Species 0.000 description 1
- 241000255601 Drosophila melanogaster Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241001608567 Phaedon cochleariae Species 0.000 description 1
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
- 241000500439 Plutella Species 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 241000255588 Tephritidae Species 0.000 description 1
- 241000405217 Viola <butterfly> Species 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000005228 aryl sulfonate group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000004188 dichlorophenyl group Chemical group 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229940042400 direct acting antivirals phosphonic acid derivative Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 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
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 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 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003007 phosphonic acid derivatives Chemical class 0.000 description 1
- FUWGSUOSJRCEIV-UHFFFAOYSA-N phosphonothioic O,O-acid Chemical compound OP(O)=S FUWGSUOSJRCEIV-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000002699 waste material Substances 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
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/24—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing heterocyclic 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0045108 | 1965-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1545787A1 true DE1545787A1 (de) | 1969-12-11 |
Family
ID=7100344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651545787 Pending DE1545787A1 (de) | 1965-01-30 | 1965-01-30 | Verfahren zur Herstellung von Phosphon- bzw. Thionphosphonsaeureestern |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE675739A (enrdf_load_stackoverflow) |
| CH (1) | CH479628A (enrdf_load_stackoverflow) |
| DE (1) | DE1545787A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1058457A (enrdf_load_stackoverflow) |
| IL (1) | IL24694A (enrdf_load_stackoverflow) |
| NL (1) | NL6601069A (enrdf_load_stackoverflow) |
-
1965
- 1965-01-30 DE DE19651545787 patent/DE1545787A1/de active Pending
- 1965-11-16 CH CH1580065A patent/CH479628A/de not_active IP Right Cessation
- 1965-11-29 IL IL24694A patent/IL24694A/xx unknown
- 1965-12-01 GB GB50981/65A patent/GB1058457A/en not_active Expired
-
1966
- 1966-01-27 NL NL6601069A patent/NL6601069A/xx unknown
- 1966-01-28 BE BE675739D patent/BE675739A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6601069A (enrdf_load_stackoverflow) | 1966-08-01 |
| BE675739A (enrdf_load_stackoverflow) | 1966-05-16 |
| IL24694A (en) | 1969-07-30 |
| CH479628A (de) | 1969-10-15 |
| GB1058457A (en) | 1967-02-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1238902B (de) | Verfahren zur Herstellung von Phosphor-, Phosphon- bzw. Thionophosphor-, -phosphon-saeureestern | |
| DE2052379C3 (de) | O-(N-Alkoxy-benzimidoyl)-(thiono)phosphor(phosphon)saureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Insektizide und Akarizide | |
| DE1545817B1 (de) | Phosphor-,Phosphon-,Thionophosphor- und Thionophosphonsaeureester des 2-Hydroxychinoxalins | |
| DE2034475C3 (de) | O-AlkyKAJkenyl, AJkinyD-S-alkyl (alkenyl-alkinyl)-N-monoalkyl-(alkenyl, alkinyl)- thionothiolphosphorsäureesteramide, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Nematozide, Insektizide und Akarizide | |
| DE1545787A1 (de) | Verfahren zur Herstellung von Phosphon- bzw. Thionphosphonsaeureestern | |
| DE1910588C3 (de) | N-Methyl-0-(2-äthylmercapto-methyl-) phenyl-carbamin-säureester, Verfahren zu seiner Herstellung sowie seine Verwendung als Insektizid | |
| DE2118495C3 (de) | Insektizides Mittel | |
| DE2033947A1 (de) | 0 Pyrazolopynmidin (thiono) phosphor (phosphon)saureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Insek tizide und Akanzide | |
| DE2101687C3 (de) | Organische Phosphorsäureester, Ver-, fahren zu deren Herstellung und deren Verwendung zur Bekämpfung von Insekten und Pilzen | |
| DE2249939A1 (de) | Phosphorsaeureester | |
| DE1545813A1 (de) | Verfahren zur Herstellung von Thiol- bzw. Thionothiolphosphor-(-phosphon)saeureestern | |
| DE2049694C3 (de) | Thiolphosphorsäurenaphtholester, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Fungizide | |
| DE1768555C3 (de) | Indanyl-N-methylcarbaminsäureester | |
| DE1545813C (de) | Thionothiolphosphor ( phosphon)-saure estern und Verfahren zu deren Herstellung | |
| DE2041322A1 (de) | N-Trihalogenmethansulfenyl-N-methylcarbamidate,Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel | |
| DE1545817C (de) | Phosphor , Phosphon , Thionophosphor und Thionophosphonsaureester des 2 Hydroxy chinoxaline | |
| DE1493682C (de) | Cumaranyl N methyl carbaminsäureester und Verfahren zu deren Herstellung sowie deren Verwendung als Insektizide | |
| DE2040651C3 (de) | Neue Amidothionophosphorsäurephenylester, Verfahren zu ihrer Herstellung sowie Verwendung als Insektizide und Akarizide | |
| DE1668012C3 (de) | Verfahren zur Herstellung von Thiol- bzw. Thionothiolphosphor-(on) -säureestern, Thionothiolphosphor-(on)-säureester und diese enthaltende insektizide, akarizide und nematozide Mittel | |
| DE1670776A1 (de) | Verfahren zur Herstellung von Thiophosphor-,-(-phosphon-) bzw. Dithiophosphor-(-phosphon-)-saeureestern | |
| DE2242135A1 (de) | (thiono)phosphor(phosphon)-saeureester-benzaldoxime, verfahren zu ihrer herstellung sowie ihre verwendung als insektizide und akarizide | |
| DE1670817A1 (de) | Verfahren zur Herstellung von Phosphor-,Phosphon- bzw. Thionphosphor-(phosphon)-saeureestern | |
| DE1814252A1 (de) | N-Acyl-dicyanocarbonyl-phenylhydrazone | |
| DE1618374A1 (de) | Verfahren zur Herstellung von Phosphor-,Phosphon- bzw. Thionophosphor-,-phophonsaeureestern | |
| DE2034478B2 (de) | O-Alkyl-O Phenyl-S Alkoxyäthylphosphorthiolate mit insektizider und fungizider Wirkung |