1,6-Bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene | 150465-36-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醛
• 英文名称: 1,6-Bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene
• 英文别名: 1,6-Bis[4-(2-formylvinyl)phenyl]hexa-1,3,5-triene；(E)-3-[4-[(1E,3E,5E)-6-[4-[(E)-3-oxoprop-1-enyl]phenyl]hexa-1,3,5-trienyl]phenyl]prop-2-enal
• CAS: 150465-36-4
• 化学式: C₂₄H₂₀O₂
• 分子量: 340.422
• InChiKey: RFTFNWVDUCGSFK-OHENXXMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,6-Bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene 在 碘 、 sodium ethanolate 作用下， 以 甲苯 、 苯 为溶剂， 反应 49.5h， 生成 all-trans-1,6-Bis<4-(6-phenylhexa-1,3,5-trienyl)phenyl>hexa-1,3,5-triene
  参考文献：
  名称：

  Preparation of all-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers

  摘要：

  All-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers, all-trans-1,4-bis(6-phenylhexa-1,3,5-trienyl)benzene (PHT2) and all-trans-1,6-bis[4-(6-phenylhexa-1,3,5-trienyl)phenyl]hexa-1,3,5-triene (PHT3), were prepared respectively by the Wittig reaction from 1,4-phenylenediacrylaldehyde or 1,6-bis[4-(2-formylvinyl)phenyl]hexa-1,3,5-triene. The H-1 NMR, IR and UV-VIS spectra of the crude oligomers indicated the presence of cis double bonds in the trienes. The cis-trans isomerization of these double bonds was carried out by heating the cis-containing crude product in an appropriate solvent with iodine catalysis. The structures of PHT2 and PHT3 were confirmed by comparison of their IR spectra with that of all-trans-1,6-diphenylhexa-1,3,5-triene.

  DOI：

  10.1039/p19930001147
• 作为产物：
  描述：

  甲酰甲撑基三苯基磷 、 trans,trans,trans-1,6-bis(p-formylphenyl)-1,3,5-hexatriene 以 苯 为溶剂， 反应 16.0h， 以22%的产率得到1,6-Bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene
  参考文献：
  名称：

  Preparation of all-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers

  摘要：

  All-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers, all-trans-1,4-bis(6-phenylhexa-1,3,5-trienyl)benzene (PHT2) and all-trans-1,6-bis[4-(6-phenylhexa-1,3,5-trienyl)phenyl]hexa-1,3,5-triene (PHT3), were prepared respectively by the Wittig reaction from 1,4-phenylenediacrylaldehyde or 1,6-bis[4-(2-formylvinyl)phenyl]hexa-1,3,5-triene. The H-1 NMR, IR and UV-VIS spectra of the crude oligomers indicated the presence of cis double bonds in the trienes. The cis-trans isomerization of these double bonds was carried out by heating the cis-containing crude product in an appropriate solvent with iodine catalysis. The structures of PHT2 and PHT3 were confirmed by comparison of their IR spectra with that of all-trans-1,6-diphenylhexa-1,3,5-triene.

  DOI：

  10.1039/p19930001147

文献信息

• Preparation of all-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers
  作者：Yoriko Sonoda、Yukimichi Nakao

  DOI：10.1039/p19930001147

  日期：——

  All-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers, all-trans-1,4-bis(6-phenylhexa-1,3,5-trienyl)benzene (PHT2) and all-trans-1,6-bis[4-(6-phenylhexa-1,3,5-trienyl)phenyl]hexa-1,3,5-triene (PHT3), were prepared respectively by the Wittig reaction from 1,4-phenylenediacrylaldehyde or 1,6-bis[4-(2-formylvinyl)phenyl]hexa-1,3,5-triene. The H-1 NMR, IR and UV-VIS spectra of the crude oligomers indicated the presence of cis double bonds in the trienes. The cis-trans isomerization of these double bonds was carried out by heating the cis-containing crude product in an appropriate solvent with iodine catalysis. The structures of PHT2 and PHT3 were confirmed by comparison of their IR spectra with that of all-trans-1,6-diphenylhexa-1,3,5-triene.