1,1-dichloro-2-(2-pentenyl)cyclopropane | 151859-81-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1-dichloro-2-(2-pentenyl)cyclopropane
• 英文别名: 1,1-dichloro-2-pent-1-en-2-ylcyclopropane
• CAS: 151859-81-3
• 化学式: C₈H₁₂Cl₂
• 分子量: 179.089
• InChiKey: UQZCZMLOXPIPEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  反式-巴豆腈(含有约20的顺式同分异构体) 、 1,1-dichloro-2-(2-pentenyl)cyclopropane 在 偶氮二异丁腈 、 二苯二硫醚 作用下， 以 苯 为溶剂， 生成 3,3-dichloro-c-2-methyl-t-5-(1-propylethenyl)-r-1-cyclopentanecarbonitrile 、 3,3-dichloro-t-2-methyl-c-5-(1-propylethenyl)-r-1-cyclopentanecarbonitrile
  参考文献：
  名称：

  2,2-Dihalovinylcyclopropanes as highly diastereoselective three-atom addends in phenylthio radical mediated vinylcyclopentane synthesis

  摘要：

  2,2-Dichloro- or -2,2-dibromovinylcyclopropane was condensed with electron-deficient alkenes in a phenylthio radical catalyzed process to afford 4-substituted and 4,5-disubstituted-1,1-dihalo-3-vinylcyclopentane derivatives in good yield and with good-to-excellent diastereoselectivity for the 3,4-cis isomer. Neither electron-rich nor beta-substituted alkenes led to good yields of cyclopentane products. The diastereoselectivity and reactivity profiles of these transformations are satisfactorily rationalized by application of existing transition-state application of existing transition-state models of radical reactions.

  DOI：

  10.1021/ja00077a040
• 作为产物：
  描述：

  1-(2,2-dichlorocyclopropyl)butan-1-ol 在 四氯化钛 、 pyridinium chlorochromate 、 锌 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 1,1-dichloro-2-(2-pentenyl)cyclopropane
  参考文献：
  名称：

  2,2-Dihalovinylcyclopropanes as highly diastereoselective three-atom addends in phenylthio radical mediated vinylcyclopentane synthesis

  摘要：

  2,2-Dichloro- or -2,2-dibromovinylcyclopropane was condensed with electron-deficient alkenes in a phenylthio radical catalyzed process to afford 4-substituted and 4,5-disubstituted-1,1-dihalo-3-vinylcyclopentane derivatives in good yield and with good-to-excellent diastereoselectivity for the 3,4-cis isomer. Neither electron-rich nor beta-substituted alkenes led to good yields of cyclopentane products. The diastereoselectivity and reactivity profiles of these transformations are satisfactorily rationalized by application of existing transition-state application of existing transition-state models of radical reactions.

  DOI：

  10.1021/ja00077a040