二氟溴乙酸乙酯
化合物
二氟溴乙酸乙酯是一种有机化合物，化学式为C4H5BrF2O2。它可以二氟溴乙酸为原料，转化为酰氯后和乙醇反应制得。[3]它和氢氧化钠在甲醇溶液中反应，可以得到二氟溴乙酸钠。[4]在三乙胺存在下，它和苄胺在乙酸乙酯中回流反应，可以得到N-苄基二氟溴乙酰胺。[5]
| 二氟溴乙酸乙酯 | |
|---|---|
| |
| |
| IUPAC名 Ethyl 2-bromo-2,2-difluoroacetate | |
| 别名 | Difluorobromoacetic acid ethyl ester |
| 识别 | |
| CAS号 | 667-27-6 
|
| PubChem | 69585 |
| ChemSpider | 62789 |
| SMILES |
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| InChI |
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| EINECS | 211-567-0 |
| 性质 | |
| 化学式 | C4H5BrF2O2 |
| 摩尔质量 | 202.98 g·mol−1 |
| 外观 | 无色液体 |
| 密度 | 1.583 g·cm−3（25 °C）[1] |
| 沸点 | 111—113 °C（384—386 K）[2] |
| 蒸气压 | 1.36 mmHg（25°C） |
| 危险性 | |
GHS危险性符号 
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| GHS提示词 | 危险 |
| H-术语 | H225, H314 |
| P-术语 | P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+330+331, P303+361+353, P304+340, P305+351+338, P310 |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
参考文献
编辑- ^ H. Cohn, Ernst D. Bergmann. The Autoxidation of 1,1-Dibromo-2,2-Difluoroethylene and Tribromoethylene. Preparation of Dibromofluoro- and Fluorodibromo-Acetic Acid. Israel Journal of Chemistry. 1964, 2 (6): 355–361 [2021-11-09]. doi:10.1002/ijch.196400068. （原始内容存档于2021-11-09） （英语）. （页面存档备份，存于互联网档案馆）
- ^ Knunyants, I. L.; Mukhametshin, F. M.; German, L. S.; Delyagina, N. I.; Korovushkin, G. G. Nucleophilic substitution in ethyl difluoro[(fluorosulfonyl)oxy]acetate. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1985. 6: 1435-1437. ISSN 0002-3353
- ^ Jin Yang, Bin Sun, Hao Ding, Pan-Yi Huang, Xiao-Li Tang, Rong-Cheng Shi, Zhi-Yang Yan, Chuan-Ming Yu, Can Jin. Photo-triggered self-catalyzed fluoroalkylation/cyclization of unactivated alkenes: synthesis of quinazolinones containing the CF 2 R group. Green Chemistry. 2021, 23 (1): 575–581 [2021-11-09]. ISSN 1463-9262. doi:10.1039/D0GC03761C （英语）.
- ^ Depei Meng, Lingchun Li, Adam Brown, Jean-Nicolas Desrosiers, Shengquan Duan, Cheryl M. Hayward, Zhengbiao He, Jinbo Hu, Teresa Makowski, Mark Maloney, Sébastien Monfette, Hahdi Perfect, Jared L. Piper, Min Zhou, Daniel W. Widlicka. A radical chlorodifluoromethylation protocol for late-stage difluoromethylation and its application to an oncology candidate. Cell Reports Physical Science. 2021-04, 2 (4): 100394 [2021-11-09]. doi:10.1016/j.xcrp.2021.100394 （英语）.
- ^ Tamara Meiresonne, Guido Verniest, Norbert De Kimpe, Sven Mangelinckx. Synthesis of 2-Fluoro-1,4-benzoxazines and 2-Fluoro-1,4-benzoxazepin-5-ones by Exploring the Nucleophilic Vinylic Substitution (S N V) Reaction of gem -Difluoroenamides. The Journal of Organic Chemistry. 2015-05-15, 80 (10): 5111–5124 [2021-11-09]. ISSN 0022-3263. doi:10.1021/acs.joc.5b00507 （英语）.