1,1,2-tribromo-2-cyclohexylmethylcyclopropane | 904689-50-5

• 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: 1,1,2-tribromo-2-cyclohexylmethylcyclopropane
• 英文别名: (1,2,2-tribromocyclopropyl)methylcyclohexane
• CAS: 904689-50-5
• 化学式: C₁₀H₁₅Br₃
• 分子量: 374.941
• InChiKey: IUZANTITVNLIAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  13
• 可旋转键数：
  2
• 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

• 作为反应物：
  描述：

  1,1,2-tribromo-2-cyclohexylmethylcyclopropane 在 甲基锂 作用下， 以 四氢呋喃 为溶剂， 生成 1-bromo-2-(cyclohexylmethyl)cycloprop-1-ene
  参考文献：
  名称：

  Synthesis and Trapping of Some Substituted 1-Bromocyclopropenes

  摘要：

  Treatment of a number of 2-substituted 1,1,2-tribromocyclopropanes with MeLi at -78 degrees C gave the corresponding 1-bromocyclopropenes, which were reacted with three cyclic dienes to yield the [4 + 2]-cycloadducts. Cycloaddition with 1,3-diphenylisobenzofuran (DPIBF) gave the exo adducts, in most cases in excellent yield, whereas cyclopentadiene afforded endo adducts only, but in moderate yield. In most reactions with furan no adduct was formed, but two 1-bromocyclopropenes derivatives with an aromatic side chain were exceptions and furnished mixtures of exo and endo adducts in moderate yields.

  DOI：

  10.1007/s00706-006-0441-0
• 作为产物：
  描述：

  三溴甲烷 、 3-环己基-2-溴丙烯 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以75%的产率得到1,1,2-tribromo-2-cyclohexylmethylcyclopropane
  参考文献：
  名称：

  Neighbouring-group Influence on the Ring Opening of Some 2-Alkyl-1,1,2-tribromocyclopropanes under Phase-transfer Conditions

  摘要：

  Several 2-alkyl-1,1,2-tribromocyclopropanes were treated with sodium hydroxide and ethanol under phase-transfer conditions. Ring opening gave mixtures of the corresponding acetylenic diethyl ketals and acetals. When the steric bulk of the alkyl substituent was increased acetal formation dominated, and in the case of 1,1,2-tribromo-2-(tert-butyl)cyclopropane, the acetal was formed as the only product.

  DOI：

  10.1007/s00706-005-0358-z