α-methoxyperfluorobutiric acid methyl ester | 74067-18-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: α-methoxyperfluorobutiric acid methyl ester
• 英文别名: methyl α-methoxyhexafluorobutyrate；Methyl alpha-methoxyhexafluorobutyrate；methyl 2,3,3,4,4,4-hexafluoro-2-methoxybutanoate
• CAS: 74067-18-8
• 化学式: C₆H₆F₆O₃
• 分子量: 240.102
• InChiKey: YRLSRJCIGXHCKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  138-140 °C
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  甲醇 、 1,2-环氧-1,1,2,3,3,4,4,4-八氟丁烷 反应 3.0h， 以76%的产率得到α-methoxyperfluorobutiric acid methyl ester
  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

• Zapevalov, A. Ya.; Filyakova, T. I.; Peschanskii, N. V., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 3.1, p. 441 - 445
  作者：Zapevalov, A. Ya.、Filyakova, T. I.、Peschanskii, N. V.、Kodess, M. I.、Kolenko, I. P.

  DOI：——

  日期：——
• ZAPEVALOV, A. YA.;FILYAKOVA, T. I.;NESCHANSKIJ, N. V.;KODESS, M. P.;KOLEN+, ZH. ORGAN. XIMII, 25,(1989) N, S. 492-497
  作者：ZAPEVALOV, A. YA.、FILYAKOVA, T. I.、NESCHANSKIJ, N. V.、KODESS, M. P.、KOLEN+

  DOI：——

  日期：——
• 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.