1,1-bis(4-phenoxyphenyl)ethylene | 129965-23-7

• 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: 1,1-bis(4-phenoxyphenyl)ethylene
• 英文别名: 1,1-bis-(4-phenoxy-phenyl)-ethene；1.1-Bis-(4-phenoxy-phenyl)-aethylen；1,1-Bis-(4-phenoxy-phenyl)-aethen；1-Phenoxy-4-[1-(4-phenoxyphenyl)ethenyl]benzene
• CAS: 129965-23-7
• 化学式: C₂₆H₂₀O₂
• 分子量: 364.444
• InChiKey: NOOODPRNDLVKDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-bis(4-phenoxyphenyl)ethylene 在 二氯乙酸 、 氧气 作用下， 以 乙腈 、 苯 为溶剂， 反应 25.0h， 生成 3,3-bis(4-phenoxyphenyl)-5,5-diphenyl-1,2-dioxolane
  参考文献：
  名称：

  Mechanism of dicyanoanthracene-photosensitized oxygenation of 1,1,2,2-tetraarylcyclopropanes and 1,1,3,3-tetraarylpropenes

  摘要：

  DOI：

  10.1021/jo00311a011
• 作为产物：
  描述：

  乙酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 苯 作用下， 生成 1,1-bis(4-phenoxyphenyl)ethylene
  参考文献：
  名称：

  Color Reactions of Some Unsymmetrical Diarylethylenes¹

  摘要：

  DOI：

  10.1021/ja01214a017

文献信息

• Substituent-dependent electron-transfer-induced photooxygenation of 1,1-diarylethylenes
  作者：Klaus Gollnick、Albert Schnatterer、Gerald Utschick

  DOI：10.1021/jo00074a035

  日期：1993.10

  Rates and products of 9,10-dicyanoanthracene-sensitized photooxygenations of 1,1-diarylethylenes (1a-r) in acetonitrile were studied. If at least one of the aryl groups carries an electron-donating substituent at the para (or ortho) position (1a-1), 3,3,6,6-tetraaryl-1,2-dioxanes (2a-1) are generated in high yields (85-100%). Benzophenones (3) are the only other observable products. 1,1-Diphenylethylene (1n) and its m-methoxy (1m), p-chloro (1q,p), and p-nitro (1q,r) derivatives,however, yield mainly benzophenones (3m-r) (>50%) (the p-nitro compounds only in the presence of biphenyl). 1,2-Dioxanes (2m-p), cyclobutanes (4n-p), and alpha-tetralones (5m-o) are obtained as side products. Dioxanes, benzophenones, and alpha-tetralones are products of electron-transfer induced oxygenations involving triplet ground-state molecular oxygen, O-3(2). Singlet molecular oxygen, O2(1DELTA(g)),contributes to the benzophenone formation from strongly electron-donor substituted diarylethylenes. An exception is the most powerful electron-donor substituted diarylethylene 1a, with which O2(1DELTA(g)) undergoes an electron-transfer reaction affording dioxane 2a. Dioxane formation proceeds via free-radical cations 1.+, which enter into a chain reaction with 1, O-3(2), and another molecule of 1 to yield dioxane 2 and a new radical cation 1.+ that maintains the chain reaction. The efficiency of this chain process, however, is found to be several orders of magnitude smaller than expected. To explain this result, a 1,6-biradical.1-1-O2.is proposed to be generated in this chain reaction as the product-determining intermediate that predominantly fragments into O-3(2) and two molecules of 1. Cyclization to dioxane 2 and transformation to benzophenone 3 occur at presumably less than 0.1% from this biradical. The pathways leading to cyclobutanes (4) and alpha-tetralones (5) are also discussed.
• Halogenated aromatic compound, (co)polymer thereof, and proton-conductive membrane comprising same
  申请人：JSR Corporation

  公开号：EP1329444B1

  公开（公告）日：2010-05-05
• GOLLNICK, KLAUS;XIAO, XU-LING;PAULMANN, UWE, J. ORG. CHEM., 55,(1990) N4, C. 5945-5953
  作者：GOLLNICK, KLAUS、XIAO, XU-LING、PAULMANN, UWE

  DOI：——

  日期：——
• US4770973A
  申请人：——

  公开号：US4770973A

  公开（公告）日：1988-09-13
• Mechanism of dicyanoanthracene-photosensitized oxygenation of 1,1,2,2-tetraarylcyclopropanes and 1,1,3,3-tetraarylpropenes
  作者：Klaus Gollnick、Xu Ling Xiao、Uwe Paulmann

  DOI：10.1021/jo00311a011

  日期：1990.11