跳转到内容

二氟溴乙酸乙酯

维基百科,自由的百科全书
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  checkY
PubChem 69585
ChemSpider 62789
SMILES
 
  • BrC(Br)(F)C(=O)OCC
InChI
 
  • InChI=1/C4H5Br2FO2/c1-2-9-3(8)4(5,6)7/h2H2,1H3
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]
蒸氣壓 1.36 mmHg(25°C)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中腐蚀性物质的标签图案《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
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。

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]它和氢氧化钠甲醇溶液中反应,可以得到二氟溴乙酸钠[4]三乙胺存在下,它和苄胺乙酸乙酯中回流反应,可以得到N-苄基二氟溴乙酰胺。[5]

参考文献

[编辑]
  1. ^ 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
  2. ^ 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
  3. ^ 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). 
  4. ^ 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). 
  5. ^ 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).