SU495307A1 - 2-Fluoro-2, 2-dinitroethylsulfuric acid, as a catalyst for the esterification of carboxylic acid halides - Google Patents
2-Fluoro-2, 2-dinitroethylsulfuric acid, as a catalyst for the esterification of carboxylic acid halidesInfo
- Publication number
- SU495307A1 SU495307A1 SU2055379A SU2055379A SU495307A1 SU 495307 A1 SU495307 A1 SU 495307A1 SU 2055379 A SU2055379 A SU 2055379A SU 2055379 A SU2055379 A SU 2055379A SU 495307 A1 SU495307 A1 SU 495307A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- fluoro
- dinitroethylsulfuric
- acid
- catalyst
- esterification
- Prior art date
Links
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
прекращени выделени НС1 и перегон ют. Выдел ют 222 г 2-фтор-2,2-динитроэтилсерной кислоты в виде бесцветной жидкости, т. кип. 122-123°С (1 мм рт. ст.), 1,4448,stopping the release of HC1 and distilling. 222 g of 2-fluoro-2,2-dinitroethylsulfuric acid are isolated as a colorless liquid, m.p. 122-123 ° C (1 mmHg), 1.4448,
df 1,7730. Выход 95%.df 1.7730. Yield 95%.
Найдено, %: С 10,1; Н 1,4; N 1,18; F 8,3.Found,%: C 10.1; H 1.4; N 1.18; F 8.3.
CaHsNaOgSF.CaHsNaOgSF.
Вычислено, %: С 10,26; Н 1,29; N 11,97; F 8,12.Calculated,%: C 10.26; H 1.29; N 11.97; F 8.12.
Протонный ЯМР 2-фтор-2,2-динитроэтилсерной кислоты содержит дублет от СН2-группы при 6 4,95 м. д. ( тц) и синглет от ОН-группы при 6 9,41 м. д. В качестве стандарта использован ТМС (,00).Proton NMR of 2-fluoro-2,2-dinitroethylsulfuric acid contains a doublet from the CH2 group at 6 4.95 ppm (TC) and a singlet from the OH group at 6 9.41 ppm. TMS is used as a standard (, 00).
Спектр ЯМР на драх F представл ет собой триплет с гц. ЯМР-спектры получены на спектрометре ЯМР /NM-С60 с рабочей частотой 60 Мгц.The NMR spectrum on the nuclei F is a triplet with Hz. NMR spectra were obtained on an NMR / NM-C60 spectrometer with an operating frequency of 60 MHz.
2-Фтор-2,2-динитроэтилакрилат.2-Fluoro-2,2-dinitroethylacrylate.
Смешивают 154 т 2-фтор-2,2-динитроэтанола и 100 г хлорангидрида акриловой кислоты при 20°С. По капл м добавл ют 10 г 2-фтор2 ,2-динитроэтилсерной кислоты, и реакцию выдерживают при 30-15°С до прекращени выделени HCI. Реакционную смесь выливают в воду, сушат MgSO4 и перегон ют при 46-48°С (0,5 мм рт. ст.). Выход 2-фтор-2,2динитроэтилакрилата 199,5 г (96%), п 1,4392, df 1,4066.154 tons of 2-fluoro-2,2-dinitroethanol and 100 g of acrylic acid chloride are mixed at 20 ° C. 10 g of 2-fluoro2, 2-dinitroethylsulfuric acid are added dropwise and the reaction is maintained at 30-15 ° C until the release of HCI is stopped. The reaction mixture is poured into water, dried with MgSO4 and distilled at 46-48 ° C (0.5 mm Hg). The yield of 2-fluoro-2,2 dinitroethyl acrylate is 199.5 g (96%), n = 1.4392, df 1.4066.
2-Фтор-2,2-динитроэтилметакрилат.2-Fluoro-2,2-dinitroethyl methacrylate.
При смешении 100 г 2-фтор-2,2-динитроэтанола , 75 г хлорангидрида метакриловой кислоты , 5 г 2-фтор-2,2-динитроэтилсерной кислоты и проведении процесса в услови х вышеприведенного примера получают 2-фтор-2,2динитроэтилметакрилат , т. кип. 50-52°С (0,5 мм рт. ст.), выход 145 г (95%), п 1,4402, df 1,3444.By mixing 100 g of 2-fluoro-2,2-dinitroethanol, 75 g of methacrylic acid chloride, 5 g of 2-fluoro-2,2-dinitroethylsulfuric acid and carrying out the process under the conditions of the above example, 2-fluoro-2,2 dinitroethylmethacrylate, t bales 50-52 ° C (0.5 mm Hg. Art.), Yield 145 g (95%), n 1.4402, df 1.3444.
2-Фтор-2,2-динитроэтилакрилат (без применени катализатора).2-Fluoro-2,2-dinitroethylacrylate (without using a catalyst).
0,1 моль 2-фтор-2,2-динитрозтанола, 0,15 моль хлорангидрида карбоновой кислоты и 50 мл СНС1з нагревают при перемешивании и с обратным холодильником до 65-70°С и выдерживают при этой температуре ч. Избыток хлорангидрида и СНС1з отгон ют при пониженном давлении, остаток промывают 5% NaHCOa, а затем насыщенным раствором NaCl, сушат MgSO4 и дважды перегон ют в вакууме. Выход 65%, т. кип. 48°С (0,5 мм рт. ст.).0.1 mol of 2-fluoro-2,2-dinitrosanol, 0.15 mol of carboxylic acid chloride and 50 ml of CHCl3 are heated under stirring and under reflux to 65-70 ° C and kept at this temperature hours. The excess of chloride and CHClCl3 is distilled off under reduced pressure, the residue is washed with 5% NaHCOa and then with a saturated solution of NaCl, dried with MgSO4 and distilled twice in vacuo. Yield 65%, kp. 48 ° C (0.5 mm Hg. Art.).
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU2055379A SU495307A1 (en) | 1974-08-22 | 1974-08-22 | 2-Fluoro-2, 2-dinitroethylsulfuric acid, as a catalyst for the esterification of carboxylic acid halides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU2055379A SU495307A1 (en) | 1974-08-22 | 1974-08-22 | 2-Fluoro-2, 2-dinitroethylsulfuric acid, as a catalyst for the esterification of carboxylic acid halides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU495307A1 true SU495307A1 (en) | 1975-12-15 |
Family
ID=20594647
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2055379A SU495307A1 (en) | 1974-08-22 | 1974-08-22 | 2-Fluoro-2, 2-dinitroethylsulfuric acid, as a catalyst for the esterification of carboxylic acid halides |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU495307A1 (en) |
-
1974
- 1974-08-22 SU SU2055379A patent/SU495307A1/en active
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