1,1,5-trihydrooctafluoropentyldiethylphosphate | 91847-53-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: 1,1,5-trihydrooctafluoropentyldiethylphosphate
• 英文别名: 1,1,5-trihydroperfluoroamyl diethyl phosphate；diethyl 1H,1H,5H-octafluoropentyl phosphate；Diethyl 2,2,3,3,4,4,5,5-octafluoropentyl phosphate
• CAS: 91847-53-9
• 化学式: C₉H₁₃F₈O₄P
• 分子量: 368.161
• InChiKey: JAKKSZKVESNHNM-UHFFFAOYSA-N

物化性质

• 沸点：
  259.2±40.0 °C(Predicted)
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2,2,3,3,4,4,5,5-八氟-1-戊醇 、 二乙基亚磷酸氢酯 在 三乙胺 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以70%的产率得到1,1,5-trihydrooctafluoropentyldiethylphosphate
  参考文献：
  名称：

  Polyfluoroalkoxy phosphonic and phosphinic acid derivatives: II. Reversible esterase inhibitors

  摘要：

  Polyfluoroalkyl esters of phosphoric, alkylphosphonic and 1-hydroxypolyfluoroalkylphosphonic acids exhibited significant antiesterase activity against various esterases of animal and microbial origin. Moreover, with some compounds reversible inhibition of enzymes was observed due to the specific influence of hydrophobic fragments of the target products.

  DOI：

  10.1134/s1070363210030102

文献信息

• The synthesis and reactions of dialkyl fluoroalkyl phosphates
  作者：Christopher M Timperley、Ian J Morton、Matthew J Waters、Jason L Yarwood

  DOI：10.1016/s0022-1139(99)00065-2

  日期：1999.6

  Dimethyl and diethyl fluoroalkyl phosphates were prepared from (1) a dialkyl phosphite with a fluoroalcohol, triethylamine and carbon tetrachloride, (2) a dialkyl chlorophosphate with a fluoroalcohol and triethylamine, and (3) a dialkyl chlorophosphate with the sodium salt of a fluoroalcohol. Dimethyl and diethyl (2,2,2-trifluoroethyl) phosphates reacted with bromotrimethylsilane (TMSBr) in chloroform to give two products with loss of alkyl bromide. The major product was an alkyl (trifluoroethyl) trimethylsilyl phosphate, RO(TMSO)P(O)OCH2CF3 and the minor product was a bis(trimethylsilyl) trifluoroethyl phosphate, (TMSO)(2)P(O)OCH2CF3. The mechanism presumably involves initial attack of an alkoxy oxygen atom on the silicon atom of bromotrimethylsilane. Diethyl (2,2,2-trifluoroethyl) phosphate is resistant to chlorination. It did not react with oxalyl or thionyl chloride in chloroform under prolonged reflux. Unlike triethyl phosphate, it did not react with phosphorus oxychloride in chloroform under reflux. (C) 1999 Elsevier Science S.A. All rights reserved.
• Krutikov, V. I.; Aleinikov, S. F.; Rogozina, I. N., Journal of general chemistry of the USSR, 1986, vol. 56, p. 1788 - 1790
  作者：Krutikov, V. I.、Aleinikov, S. F.、Rogozina, I. N.、Lavrent'ev, A. N.

  DOI：——

  日期：——
• Aleinikov, S. F.; Krutikov, V. I.; Mikisheva, L. I., Journal of general chemistry of the USSR, 1984, vol. 54, p. 862 - 863
  作者：Aleinikov, S. F.、Krutikov, V. I.、Mikisheva, L. I.、Lavrent'ev, A. N.

  DOI：——

  日期：——
• ALEJNIKOV, S. F.;KRUTIKOV, V. I.;MIKISHEVA, L. I.;LAVRENTEV, A. N., ZH. OBSHCH. XIMII, 1984, 54, N 4, 968
  作者：ALEJNIKOV, S. F.、KRUTIKOV, V. I.、MIKISHEVA, L. I.、LAVRENTEV, A. N.

  DOI：——

  日期：——
• KRUTIKOV V. I.; ALEJNIKOV S. F.; ROGOZINA I. N.; LAVRENTEV A. N., ZH. OBSHCH. XIMII, 56,(1986) N 9, 2027-2030
  作者：KRUTIKOV V. I.、 ALEJNIKOV S. F.、 ROGOZINA I. N.、 LAVRENTEV A. N.

  DOI：——

  日期：——