(E)-1-(3-cyclohexenyl)-2-(4-chlorophenyl)ethene

• 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: (E)-1-(3-cyclohexenyl)-2-(4-chlorophenyl)ethene
• 英文别名: 1-chloro-4-[(E)-2-cyclohex-3-en-1-ylethenyl]benzene
• 化学式: C₁₄H₁₅Cl
• 分子量: 218.726
• InChiKey: CRIMAOQTAYUPKE-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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-氯苯甲醛 在 过氧化苯甲酰 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 (E)-1-(3-cyclohexenyl)-2-(4-chlorophenyl)ethene
  参考文献：
  名称：

  Jang, Yeong-Jiunn; Yan, Ming-Chung; Lin, Yung-Feng, Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3961 - 3963

  摘要：

  DOI：

文献信息

• On the Twofold Heck Reaction of 4-vinylcyclohexene andp-dihalobenzenes
  作者：Peter Lorenz、Diana Becher、Dirk Steinborn、Eike Poetsch、Bj�rn �kermark

  DOI：10.1002/prac.19953370180

  日期：——

  The palladium-catalyzed reaction of iodobenzene, p-haloiodobenzenes (p-C(6)H(4)IX'; X'=F, Cl, Br, I) and p-dibromobenzene with 4-vinylcyclohexene (Heck arylation reaction of olefins) was investigated with Pd(OAc)(2)/PR(3)/Et(3)N (R=phenyl, o-tolyl) as a classical catalyst system and with Pd(OAc)(2)/KOAc/[BzEt(3)N]Cl in DMF as a phase-transfer catalyst system, respectively. Iodobenzene reacts with 4-vinylcyclohexene to give (E)-2-(cyclohex-3-enyl)vinylbenzene (1) as main product. p-Haloiodobenzenes react with 4-vinylcyclohexene to give (E)-p-halo-2-(cyclohex-3-enyl)vinylbenzene (3), p-halo-1-(cyclehex-3-enyl)vinylbenzene (4) or (E,E)-p-bis[2-(cyclohex-3-enyl)vinyl]benzene (5) depending on the reaction conditions and the catalyst system used. The phase-transfer catalyst system is less reactive but more selective. A reaction temperature of 80 degrees C is necessary for reaction with p-dibromobenzene. The investigations demonstrate the much higher reactivity of the exocyclic double bond of 4-vinylcyclohexene in comparison with the endocyclic one.
• Jang, Yeong-Jiunn; Yan, Ming-Chung; Lin, Yung-Feng, Journal of Organic Chemistry, 2004, vol. 69, # 11, p. 3961 - 3963
  作者：Jang, Yeong-Jiunn、Yan, Ming-Chung、Lin, Yung-Feng、Yao, Ching-Fa

  DOI：——

  日期：——