1,2-epoxy-1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,8-hexadecafluorooctane | 87375-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 1,2-epoxy-1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,8-hexadecafluorooctane
• 英文别名: hexadecafluoro-1,2-epoxyoctane；1,2-epoxyperfluorooctane；1-perfluorooctene oxide；perfluoro(1,2-epoxyoctane)；(Perfluorohexyl)trifluorooxirane；2,2,3-trifluoro-3-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)oxirane
• CAS: 87375-53-9
• 化学式: C₈F₁₆O
• 分子量: 416.062
• InChiKey: LGAZGMJSVLHBEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  17

安全信息

• 海关编码：
  2910900090

反应信息

• 作为反应物：
  描述：

  1,2-epoxy-1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,8-hexadecafluorooctane 、 尿素 以 乙腈 为溶剂， 反应 0.25h， 以82%的产率得到2-amino-5-fluoro-5-tridecafluorohexyloxazol-4(5H)-one
  参考文献：
  名称：

  Synthesis of fluorine-containing allantoins, hydantoins, and oxazolones from terminal perfluoroolefin oxides and urea

  摘要：

  1,2-Epoxyoctafluorobutane reacted with urea in DMSO and aqueous DMSO, dioxane, and acetonitrile to give 40-42% of 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione. 5-Hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione was formed in 54% yield in analogous reaction of 1,2-epoxytridecafluorooctane with urea in aqueous DMSO. The reactions of 1,2-epoxyoctafluorobutane and 1,2-epoxytridecafluorooctane with urea in anhydrous dioxane and acetonitrile unexpectedly afforded heterocyclization products, 2-amino-5-fluoro-5-perfluoroalkyloxazol-4(5H)-ones (yield 11-82%). Fluorine-containing allantoin, 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (yield 19%), and N-(1-hydroxy-2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl)-urea (yield 46%) were synthesized for the first time by reaction of 1,2-epoxytridecafluoroctane with urea in DMSO and aqueous DMSO.

  DOI：

  10.1134/s1070428012030098
• 作为产物：
  描述：

  全氟辛烯-1 在 perfluoropolyesterpolyperoxide 、 氧气 作用下， 97.0 ℃ 、358.53 kPa 条件下， 生成 全氟庚酰氟 、 1,2-epoxy-1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,8-hexadecafluorooctane
  参考文献：
  名称：

  Oxidation of 1-perfluorooctene by molecular oxygen

  摘要：

  DOI：

  10.1007/bf00995700
• 作为试剂：
  描述：

  四氢呋喃 、 蜕皮激素 在 1,2-epoxy-1,1,2,3,3,4,4,5,5,6,6,7,7,8,8,8-hexadecafluorooctane 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 2.0h， 以59%的产率得到(20R,22R)-20,22-O-[(1R)-4-hydroxy-butylidene]-2β,3β,14α,25-tetrahydroxy-5β-cholest-7-en-6-one
  参考文献：
  名称：

  New Derivatives of 20-Hydroxyecdyzone. Viticosterone E Synthesis

  摘要：

  New 20,22-mono- and 2,3:20,22-diacetals of 20-hydroxyecdyzone were synthesized, and some thereof were applied to the synthesis of 25-0-acetyl-20-hydroxyecdyzone (viticosterone E).

  DOI：

  10.1023/b:rujo.0000043713.14760.02

文献信息

• Synthesis of fluorine containing N-heterocycles using oxides of terminal perfluoroolefins and urea
  作者：Lyudmila V. Saloutina、Aleksandr Ya. Zapevalov、Mikhail I. Kodess、Pavel A. Slepukhin、Victor I. Saloutin、Oleg N. Chupakhin

  DOI：10.1016/j.jfluchem.2012.03.017

  日期：2012.7

  The reaction of octafluoro-1,2-epoxybutane (1) with urea in Me2SO, aqueous Me2SO, aqueous dioxane, aqueous acetonitrile and of hexadecafluoro-1,2-epoxyoctane (2) with urea in aqueous Me2SO gave perfluoroalkylhydantoins - 5-hydroxy-5-pentafluoroethylimidazolidine-2,4-dione (4a) (yield 40-42%) and 5-hydroxy-5-tridecafluorohexylimidazolidine-2,4-dione (4b) (yield 54%), respectively. Use of dioxane and acetonitrile in the reaction of oxiranes 1, 2 with urea led to unexpected heterocyclic products - perfluoroalkyloxazoles 7a, b (yield 11-82%). Perfluoroalkyl containing allantoin - 5-tridecafluorohexyl-5-ureidoimidazolidine-2,4-dione (3b) (yield 19%) and polyfluoroalkyl containing urea-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-hydroxyheptyl)urea (6b) (yield 46%) have been first obtained by the reaction of oxirane 2 with urea in Me2SO and aqueous Me2SO, respectively.The molecular and crystal structure of hydantoin 4a has been studied by X-ray crystallography. (C) 2012 Elsevier B.V. All rights reserved.
• Moiseeva, N. I.; Gekhman, A. E.; Sakharov, S. G., Doklady Chemistry, 1989, vol. 304, # 1-6, p. 11 - 14
  作者：Moiseeva, N. I.、Gekhman, A. E.、Sakharov, S. G.、Blyumberg, E. A.、Moiseev, I. I.

  DOI：——

  日期：——
• CATIONIC ALCOHOLS AND USES THEREOF
  申请人：Puerta David T.

  公开号：US20110070179A1

  公开（公告）日：2011-03-24

  Compositions are disclosed comprising novel fluorinated cationic alcohols in a cosmetically acceptable vehicle. The fluorinated compounds alter a surface property of the hair to provide hair conditioning, for example. In embodiments, the compounds have improved water solubility and deposition properties.
• US8242309B2
  申请人：——

  公开号：US8242309B2

  公开（公告）日：2012-08-14
• US8404221B2
  申请人：——

  公开号：US8404221B2

  公开（公告）日：2013-03-26