2,5-bis[(4-benzyloxyphenyl)ethynyl]-3,4-dicyanothiophene | 475560-83-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,5-bis[(4-benzyloxyphenyl)ethynyl]-3,4-dicyanothiophene
• 英文别名: 2,5-Bis[2-(4-phenylmethoxyphenyl)ethynyl]thiophene-3,4-dicarbonitrile；2,5-bis[2-(4-phenylmethoxyphenyl)ethynyl]thiophene-3,4-dicarbonitrile
• CAS: 475560-83-9
• 化学式: C₃₆H₂₂N₂O₂S
• 分子量: 546.649
• InChiKey: CDNRUSDXURISGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  94.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-bis[(4-benzyloxyphenyl)ethynyl]-3,4-dicyanothiophene 在 B-溴代邻苯二氧硼烷 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 生成 2,5-bis[4-(3,4-dibutyloxyphenylcarbonyloxy)phenylethynyl]-3,4-dicyanothiophene
  参考文献：
  名称：

  The Interplay of Bent-Shape, Lateral Dipole and Chirality in Thiophene Based Di-, Tri-, and Tetracatenar Liquid Crystals

  摘要：

  A range of mesogenic molecules varying in both bend angle and strength of lateral dipole were synthesized, and their phase behavior was characterized by polarizing microscopy, thermal analysis, X-ray diffraction, and electrooptical measurements. We find the general destabilization of the liquid crystallinity caused by strong lateral dipolar groups and the bent molecular shape are off-set in mesomorphic tetracatenars, which display stable nematic, smectic, columnar, and cubic mesophases. The broad mesomorphism of the tetracatenars containing lateral dipoles and their incompatibility with chiral induction are explained by considering that loosely correlated dimers exist within the mesophases. Chiral mesophases of derivatives with strong lateral dipoles were achieved by attaching fewer or different side chains to each end of the mesogen.

  DOI：

  10.1021/ja0268027
• 作为产物：
  描述：

  4-苄氧基苯乙炔 在 1,3-二甲基-2-咪唑啉酮 、 copper(l) iodide 、 tris(triphenylphosphine)palladium 、 二异丙胺 作用下， 以 甲苯 为溶剂， 反应 54.0h， 生成 2,5-bis[(4-benzyloxyphenyl)ethynyl]-3,4-dicyanothiophene
  参考文献：
  名称：

  The Interplay of Bent-Shape, Lateral Dipole and Chirality in Thiophene Based Di-, Tri-, and Tetracatenar Liquid Crystals

  摘要：

  A range of mesogenic molecules varying in both bend angle and strength of lateral dipole were synthesized, and their phase behavior was characterized by polarizing microscopy, thermal analysis, X-ray diffraction, and electrooptical measurements. We find the general destabilization of the liquid crystallinity caused by strong lateral dipolar groups and the bent molecular shape are off-set in mesomorphic tetracatenars, which display stable nematic, smectic, columnar, and cubic mesophases. The broad mesomorphism of the tetracatenars containing lateral dipoles and their incompatibility with chiral induction are explained by considering that loosely correlated dimers exist within the mesophases. Chiral mesophases of derivatives with strong lateral dipoles were achieved by attaching fewer or different side chains to each end of the mesogen.

  DOI：

  10.1021/ja0268027