1,1,2-三溴-2-丙基环丙烷 | 141493-80-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 中文名称: 1,1,2-三溴-2-丙基环丙烷
• 英文名称: 1,1,2-tribromo-2-propylcyclopropane
• 英文别名: 1,1,2-Tribromo-2-propylcyclopropane
• CAS: 141493-80-3
• 化学式: C₆H₉Br₃
• 分子量: 320.849
• InChiKey: MQUDOPWRCNZWLY-UHFFFAOYSA-N

物化性质

• 沸点：
  226.6±30.0 °C(Predicted)
• 密度：
  2.178±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  9
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1,2-三溴-2-丙基环丙烷 在 六甲基磷酰三胺 、 sodium hydroxide 、 正丁基锂 作用下， 生成 11-(2-丙基环丙烯-1-基)十一烷酸
  参考文献：
  名称：

  环丙烯脂肪酸的新方法

  摘要：

  已经通过相应的1-硫代环丙烯的烷基化制备了一系列的环丙烯脂肪酸的酯，包括立体，丙二酸和硬脂酸。

  DOI：

  10.1016/s0040-4039(00)91664-2
• 作为产物：
  描述：

  2-溴-1-戊烯 、 三溴甲烷 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以77%的产率得到1,1,2-三溴-2-丙基环丙烷
  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

文献信息

• Synthesis and Trapping of Some Substituted 1-Bromocyclopropenes
  作者：Karl F. S. Alnes、Leiv K. Sydnes

  DOI：10.1007/s00706-006-0441-0

  日期：2006.4

  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.
• A new approach to cyclopropene fatty acids
  作者：Mark S. Baird、Cynthia M. Dale、William Lytollis、Michael J. Simpson

  DOI：10.1016/s0040-4039(00)91664-2

  日期：1992.3

  A series of esters of cyclopropene fatty acids, including sterculic, malvalic and sterculynic acids, has been prepared by alkylation of the corresponding 1-lithiocyclopropenes.

  已经通过相应的1-硫代环丙烯的烷基化制备了一系列的环丙烯脂肪酸的酯，包括立体，丙二酸和硬脂酸。
• Neighbouring-group Influence on the Ring Opening of Some 2-Alkyl-1,1,2-tribromocyclopropanes under Phase-transfer Conditions
  作者：Leiv K. Sydnes、Karl F. S. Alnes、Natalia Erdogan

  DOI：10.1007/s00706-005-0358-z

  日期：2005.10

  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.