trans-1-chloro-2-hexylcyclopropane | 64139-65-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: trans-1-chloro-2-hexylcyclopropane
• 英文别名: (1R,2R)-1-chloro-2-hexylcyclopropane
• CAS: 64139-65-7
• 化学式: C₉H₁₇Cl
• 分子量: 160.687
• InChiKey: IZFZFKFGCAXBMS-RKDXNWHRSA-N

物化性质

• 沸点：
  202.8±9.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  10.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  1,1-二氯-2-己基环丙烷 在 titanium(IV) isobutoxide 二异丁基氢化铝 作用下， 以 various solvent(s) 为溶剂， 反应 6.0h， 生成 trans-1-chloro-2-hexylcyclopropane 、 cis-1-chloro-2-hexylcyclopropane
  参考文献：
  名称：

  Efficient method for the synthesis of monohalocyclopropanes by reduction of gem-dihalocyclopropanes with i-Bu2AlH in the presence of Ti and Zr complexes

  摘要：

  We have investigated the reductive dehalogenation reaction of alkyl and aryl substituted gemdihalocyclopropanes with diisobutyl aluminum hydride in the presence of catalytic amounts of titanium and zirconium complexes. As a result we propose a general method for the synthesis of substituted monohalocyclopropanes and cyclopropanes of various structures. We have also studied the stereochemistry of the reduction.

  DOI：

  10.1007/bf00961692

文献信息

• Synthesis of monohalocyclopropane derivatives from olefins by the reaction with trihalomethanes and copper
  作者：Nariyoshi Kawabata、Masami Tanimoto、Shigehiro Fujiwara

  DOI：10.1016/0040-4020(79)85049-8

  日期：1979.1

  bromo-, and iodocyclopropane derivatives were obtained in 10–80% yields by the reaction of FCHI2, ClCHI2, BrCHI2, and CHI3, respectively, with Cu in the presence of olefins. The reaction was electrophilic, and proceeded stereospecifically, i.e., cis and trans olefins afforded cyclopropane derivatives whose configurations with respect to the substituents from original olefins were cis and trans, respectively

  在烯烃存在下，通过FCHI 2，ClCHI 2，BrCHI 2和CHI 3分别与Cu反应，可以以10-80％的产率获得氟代，氯代，溴代和碘代环丙烷衍生物。该反应是亲电的，并且立体定向地进行，即，顺式和反式烯烃提供环丙烷衍生物，其相对于来自原始烯烃的取代基的构型为顺式和反式。， 分别。由于在反应混合物中未检测到异构烯烃，这是通过将相应的游离单卤代碳烯插入CH键所预期的，因此该反应似乎是通过有机铜中间体而不是游离的单卤代碳烯进行的。关于通过新反应引入的卤素的构型，通常主要在相应的反式或外型异构体上获得顺式或内式异构体。
• Photoreductive Dehalogenation of Organic Halides in the Presence of Lithium Aluminum Hydride
  作者：Nobujiro Shimizu、Kenji Watanabe、Yuho Tsuno

  DOI：10.1246/bcsj.57.885

  日期：1984.3

  Lithium aluminum hydride markedly accelerates photoreductive dehalogenation of cyclopropyl, aromatic, and olefinic halides carried out in ether.

  氢化铝锂显着加速环丙基、芳族和烯属卤化物在醚中进行的光还原脱卤。
• Stereoselective reduction of gem-dichlorocyclopropanes to cis-monochlorocyclopropanes by lithium aluminum hydride in the presence of titanium and zirconium complexes
  作者：U. M. Dzhemilev、R. L. Gaisin、A. A. Turchin、G. A. Tolstikov

  DOI：10.1007/bf00960415

  日期：1991.9

  A versatile stereoselective method is presented for the synthesis of cis-monochlorocyclopropanes by the reduction of dehalogenated alkyl- and aryl-gem-dichlorocyclopropanes in the presence of catalytic quantities of titanium and zirconium complexes.
• Stereoselective reduction of gem-dichlorocyclopropanes by potassium diphenylphosphide
  作者：Gordon F. Meijs

  DOI：10.1021/jo00226a039

  日期：1987.8
• Nishii, Yoshinori; Wakasugi, Kazunori; Tanabe, Yoo, Synlett, 1998, # 1, p. 66 - 69
  作者：Nishii, Yoshinori、Wakasugi, Kazunori、Tanabe, Yoo

  DOI：——

  日期：——