(+/-)-(3-cyclohexenylpenta-1,2-dienyl)benzene | 304904-74-3

• 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: (+/-)-(3-cyclohexenylpenta-1,2-dienyl)benzene
• CAS: 304904-74-3
• 化学式: C₁₇H₂₀
• 分子量: 224.346
• InChiKey: ATSRYSKETSGMIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 (+/-)-(3-cyclohexenylpenta-1,2-dienyl)benzene 以 甲苯 为溶剂， 反应 24.0h， 以90%的产率得到(3aS,9aR,9bS)-5-Ethyl-4-[1-phenyl-meth-(Z)-ylidene]-3a,4,6,7,8,9,9a,9b-octahydro-naphtho[1,2-c]furan-1,3-dione
  参考文献：
  名称：

  Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes

  摘要：

  The Lewis acid-mediated, hetero Diels-Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01140-0
• 作为产物：
  描述：

  1-乙炔基环己烷 在 正丁基锂 、 苯甲酰氯 作用下， 生成 (+/-)-(3-cyclohexenylpenta-1,2-dienyl)benzene
  参考文献：
  名称：

  Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes

  摘要：

  The Lewis acid-mediated, hetero Diels-Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01140-0

文献信息

• Hetero Diels−Alder Reaction of Vinyl Allenes and Aldehydes. An Experimental and Computational Study
  作者：David Regás、Juan M. Ruiz、María M. Afonso、J. Antonio Palenzuela

  DOI：10.1021/jo061582r

  日期：2006.11.1

  The hetero Diels−Alder reaction of vinyl allenes and aldehydes in the presence of a Lewis acid has been studied both experimentally and theoretically. Differently substituted vinyl allenes and aldehydes were used to obtain information on the structural requirements of the reaction. Theoretical calculations using the density functional theory indicate that the reaction proceeds through a highly asynchronous

  已经在实验和理论上研究了乙烯基丙二烯和醛在路易斯酸存在下的杂Diels-Alder反应。使用不同取代的乙烯基丙二烯和醛来获得有关反应的结构要求的信息。使用密度泛函理论的理论计算表明，反应是通过高度异步的极性过渡态进行的。
• Vinyl-allenes as dienes in the Lewis acid-mediated hetero Diels–Alder reaction with aldehydes
  作者：David Regás、Marı́a M Afonso、Antonio Galindo、J.Antonio Palenzuela

  DOI：10.1016/s0040-4039(00)01140-0

  日期：2000.8

  The Lewis acid-mediated, hetero Diels-Alder reaction of a vinyl-allene system with aldehydes as heterodienophiles has been carried out. In the cases studied, only two cycloadducts have been obtained, which correspond to the endo (major compound) and exo (minor compound) approach of the aldehyde through the less hindered face of the dienic system. (C) 2000 Elsevier Science Ltd. All rights reserved.