2-Methyl-3-methylidenedecane | 140227-08-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2-Methyl-3-methylidenedecane
• CAS: 140227-08-3
• 化学式: C₁₂H₂₄
• 分子量: 168.323
• InChiKey: DNDFCJQUDKQPMS-UHFFFAOYSA-N

物化性质

• 沸点：
  204.7±7.0 °C(Predicted)
• 密度：
  0.758±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-癸醇,2-甲基-3-亚甲基- 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 作用下， 以 苯 为溶剂， 反应 25.0h， 生成 2-Methyl-3-methylidenedecane
  参考文献：
  名称：

  A convergent method for the stereoselective synthesis of trisubstituted alkenes

  摘要：

  A method for the stereoselective, convergent synthesis of trisubstituted alkenes has been developed. The procedure features the synthesis of allylic alcohols 9 by coupling an aldehyde with a vinyl organometallic reagent. Treatment of 9 with carbon disulfide and methyl iodide gave the intermediate allylic xanthates 10 that underwent facile [3,3]-sigmatropic rearrangement to give the dithiocarbonates 11 and 12, radical reduction of which gave the (E)-alkenes 13 as the major products.

  DOI：

  10.1021/jo00035a004

文献信息

• A convergent method for the stereoselective synthesis of trisubstituted alkenes
  作者：Stephen F. Martin、Dilon Daniel、Robert J. Cherney、Spiros Liras

  DOI：10.1021/jo00035a004

  日期：1992.4

  A method for the stereoselective, convergent synthesis of trisubstituted alkenes has been developed. The procedure features the synthesis of allylic alcohols 9 by coupling an aldehyde with a vinyl organometallic reagent. Treatment of 9 with carbon disulfide and methyl iodide gave the intermediate allylic xanthates 10 that underwent facile [3,3]-sigmatropic rearrangement to give the dithiocarbonates 11 and 12, radical reduction of which gave the (E)-alkenes 13 as the major products.