(Z)-2,3-dibenzylidene-1-indanone

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (Z)-2,3-dibenzylidene-1-indanone
• 英文别名: (2E,3E)-2,3-dibenzylideneinden-1-one
• 化学式: C₂₃H₁₆O
• 分子量: 308.379
• InChiKey: PCIRLJNJXLKCBA-YHARCJFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-benzylidene-1-(1-phenylethynyl)benzocyclobuten-1-ol 以 萘烷 为溶剂， 反应 2.0h， 以11%的产率得到(E)-2,3-dibenzylidene-1-indanone
  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

• 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.