(Z)-2-Methyl-1-phenyl-1,3-butadiene | 39600-68-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2-Methyl-1-phenyl-1,3-butadiene
• 英文别名: 1-phenyl-2-methyl-(Z)-1,3-butadiene；[(1Z)-2-methylbuta-1,3-dienyl]benzene
• CAS: 39600-68-5
• 化学式: C₁₁H₁₂
• 分子量: 144.216
• InChiKey: XBVFCDZVFLRRSH-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 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-甲基-1-三甲基甲硅烷基丙二烯 、 苯甲醛 生成 (Z)-2-Methyl-1-phenyl-1,3-butadiene
  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

• Direct, stereoselective synthesis of either - or -1,3-dienes
  作者：Junzo Ukai、Yoshihiko Ikeda、Nobuo Ikeda、Hisashi Yamamoto

  DOI：10.1016/s0040-4039(00)88254-4

  日期：——

  New synthetic methods for the preparation of Z- or E-1,3-dienes are described.

  描述了制备Z-或E-1,3-二烯的新的合成方法。
• Stereoselective synthesis of (z)- and (e)-1,3-alkadienes from aldehydes using organotitanium and lithium reagents
  作者：Yoshihiko Ikeda、Junzo Ukai、Nobuo Ikeda、Hisashi Yamamoto

  DOI：10.1016/s0040-4020(01)90006-7

  日期：——

  [3-(Diphenylphosphino)allyl] titanium reagent generated easily from allyldiphenylphosphine condenses with aldehydes to give ()-1,3-alkadienes in a highly regio- and stereoselective manner. In contrast, lithiated allyldiphenylphosphine oxide condenses with aldehydes to give ()-1,3-alkadienes directly and stereoselectively in good yield. Similarly, lithiated (1-buten-3-yl)diphenylphosphine oxide condenses

  由烯丙基二苯基膦容易生成的[3-（二苯基膦基）烯丙基]钛试剂与醛缩合，以高度区域选择性和立体选择性的方式得到（）-1,3-链二烯。相反，锂化的烯丙基二苯基氧化膦与醛缩合，可以高产率直接和立体选择性地生成（）-1,3-链二烯。类似地，锂化的（1-丁烯-3-基）二苯基膦氧化物与醛缩合得到（）-3-甲基-1,3-链二烯。
• 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.