IL33504A - The production of esters and amides of o-(-2-bromoethyl)-o-(2,2-dichlorovinyl)-phosphoric acid,and pesticidal compositions containing such compounds - Google Patents
The production of esters and amides of o-(-2-bromoethyl)-o-(2,2-dichlorovinyl)-phosphoric acid,and pesticidal compositions containing such compoundsInfo
- Publication number
- IL33504A IL33504A IL33504A IL3350469A IL33504A IL 33504 A IL33504 A IL 33504A IL 33504 A IL33504 A IL 33504A IL 3350469 A IL3350469 A IL 3350469A IL 33504 A IL33504 A IL 33504A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- carbon atoms
- formula
- alkyl
- admixture
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 40
- 150000002148 esters Chemical class 0.000 title claims description 8
- 239000000203 mixture Substances 0.000 title claims description 8
- 150000001408 amides Chemical class 0.000 title claims description 5
- 230000000361 pesticidal effect Effects 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 title 1
- 238000000034 method Methods 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 9
- 239000003085 diluting agent Substances 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 5
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- 241000607479 Yersinia pestis Species 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- VHCWNORMONAZKG-UHFFFAOYSA-N 2-bromo-2,2-dichloroacetaldehyde Chemical compound ClC(Cl)(Br)C=O VHCWNORMONAZKG-UHFFFAOYSA-N 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 3
- -1 dialkenylamino Chemical group 0.000 claims 2
- 125000004663 dialkyl amino group Chemical group 0.000 claims 2
- 101100324525 Rattus norvegicus Asrgl1 gene Proteins 0.000 claims 1
- 125000004947 alkyl aryl amino group Chemical group 0.000 claims 1
- 125000005248 alkyl aryloxy group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000004986 diarylamino group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 241001465754 Metazoa Species 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000003197 gene knockdown Methods 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 2
- 241000256118 Aedes aegypti 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
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- MHZDONKZSXBOGL-UHFFFAOYSA-N propyl dihydrogen phosphate Chemical compound CCCOP(O)(O)=O MHZDONKZSXBOGL-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- 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
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/657154—Cyclic esteramides of oxyacids of phosphorus
-
- 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
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
-
- 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
- C07F9/173—Esters of thiophosphoric acids with unsaturated acyclic alcohols
-
- 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
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2412—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of unsaturated acyclic alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1816903A DE1816903C3 (de) | 1968-12-24 | 1968-12-24 | 0- [2-Bromäthyl] - 0 - [2,2-dichlor-vinyl] phosphorsäureester!! bzw. -amiden, Verfahren zu deren Herstellung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL33504A0 IL33504A0 (en) | 1970-02-19 |
| IL33504A true IL33504A (en) | 1972-12-29 |
Family
ID=5717339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL33504A IL33504A (en) | 1968-12-24 | 1969-12-09 | The production of esters and amides of o-(-2-bromoethyl)-o-(2,2-dichlorovinyl)-phosphoric acid,and pesticidal compositions containing such compounds |
Country Status (14)
| Country | Link |
|---|---|
| AT (1) | AT291296B (cs) |
| BE (1) | BE743707A (cs) |
| BG (1) | BG17012A3 (cs) |
| CH (1) | CH533641A (cs) |
| CS (1) | CS158659B2 (cs) |
| DE (1) | DE1816903C3 (cs) |
| DK (1) | DK122967B (cs) |
| ES (1) | ES374846A1 (cs) |
| FR (1) | FR2027083A1 (cs) |
| GB (1) | GB1243599A (cs) |
| IL (1) | IL33504A (cs) |
| NL (1) | NL6919029A (cs) |
| RO (1) | RO56628A (cs) |
| YU (1) | YU316069A (cs) |
-
1968
- 1968-12-24 DE DE1816903A patent/DE1816903C3/de not_active Expired
-
1969
- 1969-12-08 CH CH1823269A patent/CH533641A/de not_active IP Right Cessation
- 1969-12-09 IL IL33504A patent/IL33504A/en unknown
- 1969-12-15 DK DK662969AA patent/DK122967B/da unknown
- 1969-12-16 BG BG013558A patent/BG17012A3/xx unknown
- 1969-12-17 YU YU03160/69A patent/YU316069A/xx unknown
- 1969-12-17 RO RO61896A patent/RO56628A/ro unknown
- 1969-12-18 NL NL6919029A patent/NL6919029A/xx not_active Application Discontinuation
- 1969-12-22 CS CS844669A patent/CS158659B2/cs unknown
- 1969-12-23 GB GB62581/69A patent/GB1243599A/en not_active Expired
- 1969-12-23 AT AT1198869A patent/AT291296B/de not_active IP Right Cessation
- 1969-12-23 ES ES374846A patent/ES374846A1/es not_active Expired
- 1969-12-24 BE BE743707D patent/BE743707A/xx unknown
- 1969-12-24 FR FR6944996A patent/FR2027083A1/fr not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DE1816903C3 (de) | 1978-05-24 |
| NL6919029A (cs) | 1970-06-26 |
| GB1243599A (en) | 1971-08-18 |
| AT291296B (de) | 1971-07-12 |
| DE1816903B2 (de) | 1977-09-22 |
| CH533641A (de) | 1973-02-15 |
| FR2027083A1 (cs) | 1970-09-25 |
| IL33504A0 (en) | 1970-02-19 |
| YU316069A (en) | 1978-10-31 |
| CS158659B2 (cs) | 1974-11-25 |
| BG17012A3 (bg) | 1973-04-25 |
| BE743707A (cs) | 1970-06-24 |
| ES374846A1 (es) | 1972-01-16 |
| DE1816903A1 (de) | 1970-07-16 |
| RO56628A (cs) | 1974-09-01 |
| DK122967B (da) | 1972-05-01 |
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