SU297644A1 - METHOD FOR OBTAINING ALKYL PERFLUORVINYLKYL-PHOSPHINATES - Google Patents
METHOD FOR OBTAINING ALKYL PERFLUORVINYLKYL-PHOSPHINATESInfo
- Publication number
- SU297644A1 SU297644A1 SU1387322A SU1387322A SU297644A1 SU 297644 A1 SU297644 A1 SU 297644A1 SU 1387322 A SU1387322 A SU 1387322A SU 1387322 A SU1387322 A SU 1387322A SU 297644 A1 SU297644 A1 SU 297644A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- phosphinates
- perfluorvinylkyl
- obtaining alkyl
- ether
- perfluorovinyl
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 3
- ITVPBBDAZKBMRP-UHFFFAOYSA-L chloro-dioxido-oxo-$l^{5}-phosphane Chemical class [O-]P([O-])(Cl)=O ITVPBBDAZKBMRP-UHFFFAOYSA-L 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims description 2
- BCZUDZXYBKBSCV-UHFFFAOYSA-M FC(=C(F)F)[Mg]I Chemical compound FC(=C(F)F)[Mg]I BCZUDZXYBKBSCV-UHFFFAOYSA-M 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- -1 isopropylperfluorovinylmethylphosphinate Chemical compound 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- IQTILSQVDUNLNB-UHFFFAOYSA-M chloro(methoxy)phosphinate Chemical compound COP([O-])(Cl)=O IQTILSQVDUNLNB-UHFFFAOYSA-M 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 230000002363 herbicidal Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 230000000749 insecticidal Effects 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical group [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000002734 organomagnesium group Chemical group 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Description
Насто щее изобретение относитс к синтезу новых фосфорорганических соединений, содержащих фтор общей формулыThe present invention relates to the synthesis of new organophosphorus compounds containing fluorine of the general formula
R. /CF CF.R. / CF CF.
Р/ RO/ ИR / RO / I
где R-СНз-, СгПз-; R-«-СзН:-,where R-СНз-, СгПз-; R - "- SzN: -,
t-СзН;-, , L-C4Hs-.t-СзН; -,, L-C4Hs-.
Синтезированные алкилперфторвинилалкилфосфинаты могут найти применение в качестве фосфорсодержащих инсектицидов, гербицидов и др.Synthesized alkyl perfluorovinyl alkyl phosphinates can be used as phosphorus-containing insecticides, herbicides, etc.
Предлагаемый способ заключаетс в том, что диалкилхлорфосфонаты подвергают взаимодействию с перфтормагниййодидом в среде растворител , например сухого эфира, при охлаждении , желательно до -15ч-20°С с последующим выделением целевого продукта известными методами.The proposed method consists in that the dialkyl chlorophosphonates are reacted with perfluoromagnesium iodide in a medium of a solvent, for example, a dry ether, while cooling, preferably to -15 h-20 ° C, followed by isolation of the target product by known methods.
Пример 1. Получение изопропилперфторвинилметилфосфината .Example 1. Obtaining isopropylperfluorovinylmethylphosphinate.
метилхлорфосфоната (0,053 моль) из расчета 50% на приготовленную магнийорганику) в 10 мл абсолютного эфира. Реакцию ведут в атмосфере сухого очищенного азота. Наблюдаетс незначительное разогревание реакционной смеси. После прибавлени изопропилметилхлорфосфоната реакционную смесь перемещивают в течение 1 час при температуре -15°С. Затем реакционную смесь довод т доmethyl chlorophosphonate (0.053 mol) at the rate of 50% on the prepared organomagnesium) in 10 ml of absolute ether. The reaction is carried out in an atmosphere of dry purified nitrogen. A slight warming of the reaction mixture is observed. After the addition of isopropylmethylchlorophosphate, the reaction mixture is moved for 1 hour at -15 ° C. Then the reaction mixture is brought to
--5°С и разлагают избыток магнийоргани ;и 10% серной кислотой до прекращени повыщени температуры. Довод т реакционную смесь до комнатной температуры. Эфирный слой отдел ют, а водный экстрагируют эфиром . Эфирный слой сущат сернокислым натрием .-5 ° C and decompose the excess magnesium organo; and 10% sulfuric acid until the temperature rises. Bring the reaction mixture to room temperature. The ether layer is separated and the aqueous layer is extracted with ether. The ether layer is sodium sulfate.
После отгонки растворител выдел ют фракцию с т. кип. 55°С/3 лш - изопропилперфторвинилметилфосфинат .After distilling off the solvent, the fraction with m.p. 55 ° C / 3 lsh - isopropyl perfluorovinylmethylphosphinate.
Выход составл ет 3,2 г (30%); tf 1,2688; nJ 1,3952.The yield is 3.2 g (30%); tf 1.2688; nJ 1.3952.
Найдено, %: С 34,88; Н 5,13; Р 15,11; F 28,44.Found,%: C 34.88; H 5.13; P 15.11; F 28.44.
Вычислено, %: С 35,60; Н 4,96; Р 15,35; Г 28,20.Calculated,%: C 35.60; H 4.96; R 15.35; G 28.20.
Его получают аналогично по вышеописанному соединению. Бесцветна жидкость с т. кип. 51-52°С (3 мм рт. ст.) d22 1,2087; ng 1,3900.It is obtained similarly to the above compound. Colorless liquid with m. Kip. 51-52 ° C (3 mm Hg. Art.) D22 1,2087; ng 1.3900.
Выход 30-35%.Yield 30-35%.
%: С 38,56; Н 5,49; Р 14,43;%: C, 38.56; H 5.49; R 14.43;
Найдено, F 27,14.Found F 27.14.
%; С 38,80; Н 5,52; Р 14,35;%; C 38.80; H 5.52; R 14.35;
Вычислено, Е 26,37.Calculated, E 26.37.
4 Предмет изобретени 4 Subject of the invention
Claims (2)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU297644A1 true SU297644A1 (en) |
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