JPS6342633B2 - - Google Patents
Info
- Publication number
- JPS6342633B2 JPS6342633B2 JP21000981A JP21000981A JPS6342633B2 JP S6342633 B2 JPS6342633 B2 JP S6342633B2 JP 21000981 A JP21000981 A JP 21000981A JP 21000981 A JP21000981 A JP 21000981A JP S6342633 B2 JPS6342633 B2 JP S6342633B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- reaction
- phosphorus oxychloride
- dialkyl
- acid chloride
- 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.)
- Expired
Links
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 34
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 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 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 239000000047 product Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 239000002994 raw material Substances 0.000 description 9
- -1 n- Butyl Chemical group 0.000 description 6
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 2
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- BZVCTTJRBWHTOF-UHFFFAOYSA-N diethoxy-ethylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(OCC)SCC BZVCTTJRBWHTOF-UHFFFAOYSA-N 0.000 description 1
- MXSZXPYMTRBCQT-UHFFFAOYSA-N diethoxy-methylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound CCOP(=S)(SC)OCC MXSZXPYMTRBCQT-UHFFFAOYSA-N 0.000 description 1
- ILDHFYGNYDICFB-UHFFFAOYSA-N dimethoxy-methylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound COP(=S)(OC)SC ILDHFYGNYDICFB-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- JASFTUXTUYZCBW-UHFFFAOYSA-N ethyl dihydrogen phosphate;dihydrochloride Chemical compound Cl.Cl.CCOP(O)(O)=O JASFTUXTUYZCBW-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 239000002184 metal Substances 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
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003987 organophosphate pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- UXCDUFKZSUBXGM-UHFFFAOYSA-N phosphoric tribromide Chemical compound BrP(Br)(Br)=O UXCDUFKZSUBXGM-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21000981A JPS58113196A (ja) | 1981-12-28 | 1981-12-28 | Ｓ，ｓ−ジアルキルジチオリン酸クロライドの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21000981A JPS58113196A (ja) | 1981-12-28 | 1981-12-28 | Ｓ，ｓ−ジアルキルジチオリン酸クロライドの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58113196A JPS58113196A (ja) | 1983-07-05 |
| JPS6342633B2 true JPS6342633B2 (pt) | 1988-08-24 |
Family
ID=16582318
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21000981A Granted JPS58113196A (ja) | 1981-12-28 | 1981-12-28 | Ｓ，ｓ−ジアルキルジチオリン酸クロライドの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58113196A (pt) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1044606C (zh) * | 1996-04-16 | 1999-08-11 | 南开大学 | S,s－二烃基二硫代磷酸酯的合成方法 |
-
1981
- 1981-12-28 JP JP21000981A patent/JPS58113196A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58113196A (ja) | 1983-07-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Prishchenko et al. | Synthesis of new organophosphorus‐substituted mono‐and bis (trimethylsilyl) amines with PCH2N fragments and their derivatives | |
| US4032602A (en) | Process for the production of phosphite chlorides | |
| JPS6342633B2 (pt) | ||
| US4118435A (en) | Catalyzed production of phosphorous and phosphonous acid ester chlorides | |
| US4470933A (en) | Preparation of S-brom-dithiophosphoric, dithiophosphonic and dithiophosphinic acid derivatives | |
| JPS603317B2 (ja) | 塩化ホスフアイトの製造方法 | |
| US2875229A (en) | Preparation of neutral mixed phosphates from trialkyl phosphates and carboxylic acid esters | |
| US3641141A (en) | Process for the preparation of alkyl-thiono-phosphonic acid dichlorides | |
| US2495799A (en) | Chloroalkyl phosphorous oxy and sulfodichlorides | |
| CS210631B2 (en) | Manufacturing process of phosphorus chloride thiolates | |
| US2799696A (en) | Manufacture of omicron-(chlorophenyl) phosphorodichloridothioates | |
| AU604859B2 (en) | Process for the preparation of phosphorothioic dichlorides | |
| SU585171A1 (ru) | Способ получени диалкилтрихлорметилтиолфосфатов | |
| SU1578132A1 (ru) | Способ получени бис(триметилсилил)фосфита | |
| JPH0225915B2 (pt) | ||
| IE43395B1 (en) | Process for the preparation of deithiophosphoric acid ester dihalides | |
| US2654781A (en) | Bis (tetraalkyldiamidophosphoryl) alkanephosphonates | |
| US3086047A (en) | Production of halogen substituted phosphines | |
| US4751028A (en) | Process for the preparation of thiophosphinic chlorides | |
| US5543543A (en) | Process for preparing phosphorodichloridodithioates by reacting alkyl mercaptans with PCI3 PSCI3 and sulfur | |
| JPS6342632B2 (pt) | ||
| SU1558919A1 (ru) | Способ получени дихлорангидридов алкенилфосфоновых кислот | |
| US2654780A (en) | Tetraalkyldiamidophosphoryl phosphoric dichlorides | |
| JPS6347717B2 (pt) | ||
| SU737403A1 (ru) | Способ получени 0,0-диалкил- - ( -метилвинил) дитиофосфатов |