1-(heptafluoropropyl)-1-cyclohexanol | 425-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(heptafluoropropyl)-1-cyclohexanol
• 英文别名: 1-heptafluoropropyl-cyclohexanol；1-Heptafluorpropyl-cyclohexanol；1-(1,1,2,2,3,3,3-Heptafluoropropyl)cyclohexan-1-ol
• CAS: 425-56-9
• 化学式: C₉H₁₁F₇O
• 分子量: 268.175
• InChiKey: NLVQZFWYIWBJSK-UHFFFAOYSA-N

物化性质

• 沸点：
  167-168 °C
• 密度：
  1.354 g/cm3(Press: 20 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(heptafluoropropyl)-1-cyclohexanol 在 phosphorus pentoxide 作用下， 生成 Heptafluorpropyl-cyclohexen-(1)
  参考文献：
  名称：

  Reactions of 1-Heptafluoropropylmagnesium Bromide. II.¹ The Synthesis of Fluorine-containing Olefins and of 1-Heptafluoropropylbenzene

  摘要：

  DOI：

  10.1021/ja01559a024
• 作为产物：
  描述：

  (七氟丙基)三甲基硅烷 、 环己酮 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以81%的产率得到1-(heptafluoropropyl)-1-cyclohexanol
  参考文献：
  名称：

  Preparation of trifluoromethyl and other perfluoroalkyl compounds with (perfluoroalkyl)trimethylsilanes

  摘要：

  The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a-c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a-c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process. Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction. Even enolizable carbonyl compounds react cleanly under the reaction conditions. A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out. Thus 1a reacts cleanly with five- and six-membered ring lactones. However, unactivated esters do not react under the reaction conditions. The acid chloride reacts with 1a to give a mixture of products.

  DOI：

  10.1021/jo00003a017

文献信息

• PERFLUOROALKYLTIN(IV) HALIDES: A NOVEL PERFLUOROALKYLATING AGENT FOR CARBONYL COMPOUNDS
  作者：Tomoya Kitazume、Nobuo Ishikawa

  DOI：10.1246/cl.1981.1337

  日期：1981.10.5

  Perfluoroalkyltin(IV) halides (RfSnX2I) were prepared in situ by the oxidative addition of perfluoroalkyl iodides to tin(II) halide in N,N-dimethylformamide. Aldehydes and ketones readily reacted with RfSnCl2I giving perfluoroalkylcarbinols in the N,N-dimethylformamide-pyridine system. RfSnF2I, however, did not undergo the reactions with these carbonyl compounds.

  全氟烷基锡 (IV) 卤化物 (RfSnX2I) 是通过将全氟烷基碘化物氧化加成到 N,N-二甲基甲酰胺中的卤化锡 (II) 来原位制备的。醛和酮很容易与 RfSnCl2I 反应，在 N,N-二甲基甲酰胺-吡啶体系中生成全氟烷基甲醇。然而，RfSnF2I 没有与这些羰基化合物发生反应。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.4, 2.2.4, page 68 - 115
  作者：

  DOI：——

  日期：——
• Synthesis of perfluoroaliphatic grignard reagents
  作者：D.D. Denson、C.F. Smith、C. Tamborski

  DOI：10.1016/s0022-1139(00)82624-x

  日期：1974.1