2,3,3,4,4,4-六氟-2-溴丁酸甲酯 | 63867-09-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2,3,3,4,4,4-六氟-2-溴丁酸甲酯
• 英文名称: methyl α-bromohexafluorobutyrate
• 英文别名: Methyl hexafluoro-2-bromobutyrate；methyl 2-bromo-2,3,3,4,4,4-hexafluorobutanoate
• CAS: 63867-09-4
• 化学式: C₅H₃BrF₆O₂
• 分子量: 288.972
• InChiKey: WICGPZDMJXOYON-UHFFFAOYSA-N

物化性质

• 沸点：
  173°C (rough estimate)
• 密度：
  1.8370 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲醇 、 α-Bromohexafluorobutyric acid 在 硫酸 作用下， 以80%的产率得到2,3,3,4,4,4-六氟-2-溴丁酸甲酯
  参考文献：
  名称：

  Reaction with alcohols of 1-bromo(chloro)-1,2-epoxyheptafluorobutanes and 1,2-epoxyperfluorobutane. Preparation of α-bromo-, α-chloro-, and α-alkoxyhexafluorobutyric acids esters

  摘要：

  1-Bromo(chloro)-1,2-epoxyheptafluorobutanes reacted with primary and secondary alcohols by two concurrent routes giving a mixture of esters of alpha-alkoxy- and alpha-bromo(chloro)-hexafluorobutyric acids with growing content of the latter on increasing the bulk of the nucleophilic agent. 1,2-Epoxyperfluorobutane under the same conditions was converted into alpha-alkoxyhexafluorobutyric acid esters. Reaction of 1-bromo- 1,2-epoxyheptafluorobutane and 1,2-epoxyperfluorobutane with potassium tert-butylate in tert-butanol resulted in tert-butyl alpha-bromohexafluorobutyrate and heptafluorobutyrate respectively due to the forced attack of the bulky nucleophile on the terminal carbon atom of the epoxy ring.

  DOI：

  10.1134/s1070428006110157

文献信息

• Reaction with alcohols of 1-bromo(chloro)-1,2-epoxyheptafluorobutanes and 1,2-epoxyperfluorobutane. Preparation of α-bromo-, α-chloro-, and α-alkoxyhexafluorobutyric acids esters
  作者：T. I. Filyakova、A. Ya. Zapevalov、M. I. Kodess、V. I. Saloutin

  DOI：10.1134/s1070428006110157

  日期：2006.11

  1-Bromo(chloro)-1,2-epoxyheptafluorobutanes reacted with primary and secondary alcohols by two concurrent routes giving a mixture of esters of alpha-alkoxy- and alpha-bromo(chloro)-hexafluorobutyric acids with growing content of the latter on increasing the bulk of the nucleophilic agent. 1,2-Epoxyperfluorobutane under the same conditions was converted into alpha-alkoxyhexafluorobutyric acid esters. Reaction of 1-bromo- 1,2-epoxyheptafluorobutane and 1,2-epoxyperfluorobutane with potassium tert-butylate in tert-butanol resulted in tert-butyl alpha-bromohexafluorobutyrate and heptafluorobutyrate respectively due to the forced attack of the bulky nucleophile on the terminal carbon atom of the epoxy ring.