2-benzylidene-1-phenylbenzocyclobuten-1-ol | 144303-04-8

• 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: 2-benzylidene-1-phenylbenzocyclobuten-1-ol
• 英文别名: E-1-phenyl-2-benzylidenebenzocyclobutenol；(8E)-8-benzylidene-7-phenylbicyclo[4.2.0]octa-1,3,5-trien-7-ol
• CAS: 144303-04-8
• 化学式: C₂₁H₁₆O
• 分子量: 284.357
• InChiKey: UVCKKYLTHKRCHW-HMMYKYKNSA-N

物化性质

• 沸点：
  447.3±34.0 °C(Predicted)
• 密度：
  1.246±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-benzylidene-1-phenylbenzocyclobuten-1-ol 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 72.0h， 生成 1-benzoyl-1,2-diphenylethylene 、 2'-benzoyl cis-stilbene
  参考文献：
  名称：

  Bradley, J. C.; Durst, T., Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1660 - 1665

  摘要：

  DOI：
• 作为产物：
  描述：

  溴苯 、 E-2-benzylidenebenzocyclobutenone 在 正丁基锂 作用下， 生成 2-benzylidene-1-phenylbenzocyclobuten-1-ol
  参考文献：
  名称：

  Thermolysis of 2-benzylidenebenzocyclobutenols

  摘要：

  The thermolysis of a series of 2-benzylidenebenzocyclobuten-1-ols has been studied. Whenever comparisons can be made, the rate of opening of the benzocyclobutene ring was slower for these compounds than the corresponding 2-ones. The intermediate vinylallenes underwent a variety of electrocyclization reactions which depended on the nature of the additional substituent at C-1. 10-Benzylideneanthrone and 4-benzylidene-l-tetralones, respectively, were obtained when this substituent was phenyl or vinyl. 1-(Alkynylphenyl)-2-benzylidenebenzocylobuten-1-ols were converted to mixtures of 4-benzylidene-1,4-naphthoquinonemethides, 2,3-dibenzylidene-1-indanones, and 10-phenylbenzo[b]fluoroeneone.

  DOI：

  10.1021/jo00050a038

文献信息

• Bradley, J. C.; Durst, T., Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1660 - 1665
  作者：Bradley, J. C.、Durst, T.

  DOI：——

  日期：——
• Thermolysis of 2-benzylidenebenzocyclobutenols
  作者：Jean Claude Bradley、Tony Durst、A. J. Williams

  DOI：10.1021/jo00050a038

  日期：1992.11

  The thermolysis of a series of 2-benzylidenebenzocyclobuten-1-ols has been studied. Whenever comparisons can be made, the rate of opening of the benzocyclobutene ring was slower for these compounds than the corresponding 2-ones. The intermediate vinylallenes underwent a variety of electrocyclization reactions which depended on the nature of the additional substituent at C-1. 10-Benzylideneanthrone and 4-benzylidene-l-tetralones, respectively, were obtained when this substituent was phenyl or vinyl. 1-(Alkynylphenyl)-2-benzylidenebenzocylobuten-1-ols were converted to mixtures of 4-benzylidene-1,4-naphthoquinonemethides, 2,3-dibenzylidene-1-indanones, and 10-phenylbenzo[b]fluoroeneone.