ethyl ester of 2-hydroperfluorobutanoic acid | 85571-89-7

• 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: ethyl ester of 2-hydroperfluorobutanoic acid
• 英文别名: Ethyl 2,3,3,4,4,4-hexafluorobutanoate；ethyl 2H-perfluorobutyrate
• CAS: 85571-89-7；106693-08-7
• 化学式: C₆H₆F₆O₂
• 分子量: 224.103
• InChiKey: AQKDLTAVIUSWLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  perfluoro-2-iodobutyrate 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以94%的产率得到ethyl ester of 2-hydroperfluorobutanoic acid
  参考文献：
  名称：

  Synthesis and chemistry of α-iodoperfluoroacid esters

  摘要：

  The title compounds have been synthesized by irradiation of acetonitrile solutions of perfluoroacid esters and diesters containing tetrabutylammonium iodide. They are versatile synthetic intermediates from which ketenes, Reformatsky adducts, alpha,beta-unsaturated esters and alpha-hydroesters can be prepared. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.06.003

文献信息

• Fluorinated ketene dithioacetals. 2. Synthesis of 2-hydroperfluoro acid derivatives from perfluoroketene dithioacetals
  作者：Murielle Muzard、Charles Portella

  DOI：10.1021/jo00053a010

  日期：1993.1

  Perfluoroketene dithioacetals were prepared in high yields from perfluoroaldehyde hydrates via their thioacetalization (TiCl4/CH2Cl2) followed by basic phase transfer catalyzed HF elimination. Acidic hydrolysis (CF3CO2H, H2O) and then transesterification (EtOH, Ti(OiPr)4) yielded S-alkyl 2-hydroperfluoro thioesters and ethyl 2-hydroperfluoro esters, respectively.
• Bloshchitsa, F. A.; Burmakov, A. I.; Kunshenko, B. V., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 670 - 675
  作者：Bloshchitsa, F. A.、Burmakov, A. I.、Kunshenko, B. V.、Piterskikh, I. A.、Alekseeva, L. A.、Yagupol'skii, L. M.

  DOI：——

  日期：——
• BLOSHCHITSA, F. A.;BURMAKOV, A. I.;KUNSHENKO, B. V.;PITERSKIX, I. A.;ALEK+, ZH. ORGAN. XIMII, 1986, 22, N 4, 750-756
  作者：BLOSHCHITSA, F. A.、BURMAKOV, A. I.、KUNSHENKO, B. V.、PITERSKIX, I. A.、ALEK+

  DOI：——

  日期：——
• Synthesis and chemistry of α-iodoperfluoroacid esters
  作者：Xudong Chen、David. M. Lemal

  DOI：10.1016/j.jfluchem.2006.06.003

  日期：2006.8

  The title compounds have been synthesized by irradiation of acetonitrile solutions of perfluoroacid esters and diesters containing tetrabutylammonium iodide. They are versatile synthetic intermediates from which ketenes, Reformatsky adducts, alpha,beta-unsaturated esters and alpha-hydroesters can be prepared. (c) 2006 Elsevier B.V. All rights reserved.