trans-1-Bromo-2,2,3-trimethylcyclopropane | 3815-08-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: trans-1-Bromo-2,2,3-trimethylcyclopropane
• 英文别名: 1-Brom-trans-2,2,3-trimethylcyclopropan；1-Brom-2,2,3-trimethyl-cyclopropan
• CAS: 3815-08-5
• 化学式: C₆H₁₁Br
• 分子量: 163.057
• InChiKey: SYYSPTZPJSFOQY-RFZPGFLSSA-N

物化性质

• 沸点：
  120.8±9.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  7.0
• 可旋转键数：
  0.0
• 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-dibromo-2,2,3-trimethylcyclopropane 在 三正丁基氢锡 作用下， 生成 trans-1-Bromo-2,2,3-trimethylcyclopropane
  参考文献：
  名称：

  Cyclopropyl solvolyses. IV. Leaving group and alkyl substitution effects in monocyclic systems

  摘要：

  DOI：

  10.1021/ja00756a025

文献信息

• Reaction of gem-dibromocyclopropanes with potassium dimethyl phosphite in liquid ammonia. A highly stereoselective reduction
  作者：Gordon F. Meijs、Ian R. Doyle

  DOI：10.1021/jo00220a008

  日期：1985.10
• Two new approaches to the 25-hydroxy-vitamin D2 side chain
  作者：Stephen R. Wilson、Andrew E. Davey、Maria E. Guazzaroni

  DOI：10.1021/jo00033a021

  日期：1992.3

  Two approaches to the 25-hydroxy-vitamin D2 side chain have been developed based on the solvolysis of cyclopropylcarbinyl precursors. The first involves addition of trimethylcyclopropyllithium reagent 4 to a suitably protected C/D system 9. This reaction leads directly to cyclopropylcarbinols 10a,b which can be solvolyzed to the vitamin D2 side chain directly. The second approach uses an intermediate C/D system with a side chain allylic alcohol. Cyclopropanation of the allylic alcohol using Et2Zn/CH3CHI2 produces the same type of cyclopropylcarbinols 10a,b but in differing isomer ratios. Model studies and stereochemical differences in the two approaches are discussed.
• The Halogenation of Diazomethane. Study of the Reactivities of Carbenes Derived from Halodiazomethanes^1-3
  作者：G. L. Closs、J. J. Coyle

  DOI：10.1021/ja00947a010

  日期：1965.10