(1S)-2-endo-chlorofenchane

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S)-2-endo-chlorofenchane
• 英文别名: sek.-endo-Fenchylchlorid；(1R)-2endo-chloro-1,3,3-trimethyl-norbornane；(1R)-2endo-Chlor-1,3,3-trimethyl-norbornan；(1S,2S,4R)-2-chloro-1,3,3-trimethylbicyclo[2.2.1]heptane
• 化学式: C₁₀H₁₇Cl
• 分子量: 172.698
• InChiKey: ZQEQZOIJQSGLNX-MRTMQBJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  溶剂红172 生成 (1S)-2-endo-chlorofenchane
  参考文献：
  名称：

  Hueckel,W.; Volkmann,D., Justus Liebigs Annalen der Chemie, 1963, vol. 664, p. 31 - 75

  摘要：

  DOI：

文献信息

• Hueckel; Gelchsheimer, Justus Liebigs Annalen der Chemie, 1959, vol. 625, p. 12,21
  作者：Hueckel、Gelchsheimer

  DOI：——

  日期：——
• Toxaphene chemistry: Separation and characterisation of selected enantiomers of the Polychloropinene mixtures
  作者：Alexey Trukhin、Fedor Kruchkov、Lars Kr. Hansen、Roland Kallenborn、Anastasia Kiprianova、Vladimir Nikiforov

  DOI：10.1016/j.chemosphere.2006.05.082

  日期：2007.4

  The primary goal for the study presented here was the preparation and characterisation of enantiomeric pure chlorobornane standards (Toxaphene (R)). In this context, we partially modeled the procedure for Polychloropinene production in the former USSR. The initial reaction was ionic addition of hydrogen chloride to (1S)-alpha-pinene resulting predominantly in (1S)-2-endo-chlorobornane. Further photochlorination gave mixtures of chlorinated terpenes with different average content of Cl per molecule. The resulting mixtures were separated on a silica-gel column and a number of known hepta to decachlorobornanes were identified in fractions with the help of NMR and GC (using electron capture and mass spectrometric detection) - but in very unusual ratios as compared to the technical Toxaphene (R) mixture formerly produced by Hercules (USA). Also several previously unknown congeners were isolated or detected. Three of the isolated congeners were obtained in crystalline state and X-ray crystallography showed their enantionteric purity. (c) 2006 Elsevier Ltd. All rights reserved.
• Hueckel,W.; Volkmann,D., Justus Liebigs Annalen der Chemie, 1963, vol. 664, p. 31 - 75
  作者：Hueckel,W.、Volkmann,D.

  DOI：——

  日期：——