(Z)-3-(1-Methylethyl)-1,3-nonadiene | 132440-25-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (Z)-3-(1-Methylethyl)-1,3-nonadiene
• 英文别名: (3E)-3-propan-2-ylnona-1,3-diene
• CAS: 132440-25-6
• 化学式: C₁₂H₂₂
• 分子量: 166.307
• InChiKey: GTUAAKWUXKGOAP-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  (1-Isopropyl-propa-1,2-dienyl)-trimethyl-silane 、 正己醛 生成 (Z)-3-(1-Methylethyl)-1,3-nonadiene
  参考文献：
  名称：

  WANG, KUNG K.;LIU, CHIN;GU, YU GUI;BURNETT, FRIEDRICH;N. , SATTSANGI PREM+, J. ORG. CHEM., 56,(1991) N, C. 1914-1922

  摘要：

  DOI：

文献信息

• Stereoselective synthesis of terminal 1,3-butadienes by the condensation reaction of aldehydes and ketones with .gamma.-trimethylsilyl-substituted allylboranes
  作者：Kung K. Wang、Chin Liu、Yu Gui Gu、Friedrich N. Burnett、Prem D. Sattsangi

  DOI：10.1021/jo00005a045

  日期：1991.3

  Allylboranes 7-12, readily prepared from allenylsilanes 1-6 by hydroboration with 9-borabicyclo[3.3.1]nonane, smoothly condense with aldehydes and ketones to afford, after basic or acidic workup to promote the Peterson olefination reaction, a variety of terminal 1,3-butadienes. The dienes derived from aldehydes have high isomeric purity except in the cases with allylborane 12. Apparently, high diastereoselectivity was obtained during the condensation step with 7-11 to form 14. In each case, by simply changing the workup conditions to induce syn or anti elimination of hydroxytrimethylsilane, either the Z or the E isomer of the diene was obtained.