SU192811A1 - Method of producing trichloromethylphosphine oxide - Google Patents
Method of producing trichloromethylphosphine oxideInfo
- Publication number
- SU192811A1 SU192811A1 SU1052810A SU1052810A SU192811A1 SU 192811 A1 SU192811 A1 SU 192811A1 SU 1052810 A SU1052810 A SU 1052810A SU 1052810 A SU1052810 A SU 1052810A SU 192811 A1 SU192811 A1 SU 192811A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- oxide
- temperature
- trichloromethylphosphine
- producing
- pyridine
- Prior art date
Links
- BCLBYOPBMLGPRD-UHFFFAOYSA-N ClC(Cl)(Cl)[PH2]=O Chemical compound ClC(Cl)(Cl)[PH2]=O BCLBYOPBMLGPRD-UHFFFAOYSA-N 0.000 title description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N Thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- -1 barium oxide pyridine Chemical compound 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- MRVZORUPSXTRHD-UHFFFAOYSA-N bis(hydroxymethyl)phosphorylmethanol Chemical compound OCP(=O)(CO)CO MRVZORUPSXTRHD-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N Chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 229940050176 Methyl Chloride Drugs 0.000 description 1
- LXCIHXPVYQKJAG-UHFFFAOYSA-N N-[aziridin-1-yl-(2-methylaziridin-1-yl)phosphoryl]-N-prop-2-enylprop-2-en-1-amine Chemical compound CC1CN1P(=O)(N(CC=C)CC=C)N1CC1 LXCIHXPVYQKJAG-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- LRMLWYXJORUTBG-UHFFFAOYSA-N dimethylphosphorylmethane Chemical compound CP(C)(C)=O LRMLWYXJORUTBG-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-M pyridine;chloride Chemical compound [Cl-].C1=CC=NC=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
Description
Известно получение трихлорметилфосфийоксида взаимодействием триметилолфосфиноксида с тионилхлоридом в среде четыреххлористого углерода с последующим разложением полученного нри этом продукта водой при кип чении.It is known to obtain trichloromethylphosphine oxide by reacting trimethylolphosphine oxide with thionyl chloride in carbon tetrachloride followed by decomposition of the product obtained in this water with boiling.
С целью но-вышенн выхода целевого продукта предложено процесс вести в среде пиридина .With the aim of novyshenn output of the target product, the proposed process to conduct in the environment of pyridine.
Пример. В трехгорлую колбу, снабженную механической мешалкой с ртутным затвором , обратным холодильником и капельной воронкой, загружают 50 г (0,358 моль) обезвоженного в вакууме при и 10 мм рт. ст. триметнлолфосфиноксида, 90мл (,5моль} обезвоженного перегонкой над окисью бари пиридина. В раствор триметилолфосфиноксида в обезвоженном Пиридине при непрерывном перемешивании из капельной воронки медленно в течение 40 мин добавл ют 80 мл (1,115 моль) тионнлхлорида, при этом температуру поддерживают в пределах 50-55 0 охлаждением колбы льдом. После введени тионилхлорида реакционную с.месь нагревают при 50°С в течение 2 час, затем постепенно ввод т 100 мл дистиллированной воды и нагревают смесь при 110С еще 2 час. Смесь охлаждают, добавл ют 15 г NaCl и фильтруют.Example. In a three-neck flask equipped with a mechanical stirrer with a mercury shutter, a reflux condenser and a dropping funnel, 50 g (0.358 mol) anhydrous in vacuum at 10 mm Hg are charged. Art. trimethylphosphine oxide, 90ml (, 5 mol) dehydrated by distillation over barium oxide pyridine. To a solution of trimethylolphosphine oxide in dried Pyridine with continuous stirring from a dropping funnel slowly over 40 minutes, 80 ml (1.115 mol) of thionyl chloride, thiol chloride, are added, and the temperature in the temperature in the temperature of the vessel, the temperature is in the air, the temperature, the temperature, the temperature, the temperature, the temperature of the temperature, 40 ° C (1.115 mol) of thionyl chloride is added, then, the temperature, the temperature of the chlorofluoride hydrochloride is slowly heated by 40 ml (thimonol phosphine oxide) in the dried pyridine and thionyl chloride is added. 0 by cooling the flask with ice. After introducing thionyl chloride, the reaction mixture is heated at 50 ° C for 2 hours, then 100 ml of distilled water are gradually added and the mixture is heated at 110 ° C for another 2 hours. The mixture is cooled, 15 g of NaCl is added and filtered.
Трихлорметилфосфиноксид экстрагируют из водного фильтра бензолом. Бензол отгон ют под вакуумом, а вещество перекристаллизовывают из четыреххлористого углерода.Trichloromethylphosphine oxide is extracted from the water filter with benzene. The benzene is distilled off under vacuum, and the substance is recrystallized from carbon tetrachloride.
Трихлорметнлфосфиноксид получают в виде белых блест щих кристаллов с т. пл. 99- 100°С, мол. в. (крносконнческий в дноксане) 222.Trichloromethyl phosphine oxide is obtained in the form of white shiny crystals with m.p. 99-100 ° C, mol. at. (krnoskonnchesky in dnksane) 222.
Найдено, о/о: Р 15,5, 15,6; С1 54, 53,9.Found, o / o: P 15.5, 15.6; C1 54, 53.9.
Вычислено, %: Р 15,9; С1 54,6.Calculated,%: P 15.9; C1 54.6.
Трихлорметилфосфинокс 1Д не гигроскопичен , титрова1И1ем по Фншеру вода пе найдена, растворим в воде, спиртах, диоксане, пиридине , ацетоне, метилэтнлкстоне, диметилформамиде , хлороформе. Выход составл ет 65Уо от теоретического.Trichloromethylphosphinox 1D is not hygroscopic, Fnscher titration is not found; it is soluble in water, alcohols, dioxane, pyridine, acetone, methyletherstone, dimethylformamide, chloroform. The output is 65% of theoretical.
Предмет н з о б р е т е и и Subject matter
Сно-соб получени трнхлорметилфосфиноксида взаимодействием триметилолфосфиноксида с тноинлхлоридом с последующим разложеиием полученного при этом продукта водой ири кип чении, отличающийс тем, что, с целью повыщенн выхода целевого продукта, процесс ведут в среде пиридина.Removing the trinchloromethylphosphine oxide by reacting trimethylolphosphine oxide with methyl chloride and then decomposing the product obtained with water and boiling, characterized in that, in order to increase the yield of the target product, the process is carried out in pyridine.
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU853878344A Addition SU1263985A2 (en) | 1985-04-03 | 1985-04-03 | Slot-type vortex drier |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU192811A1 true SU192811A1 (en) |
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