4-[(E)-2-(4-decyloxy-phenyl)-vinyl]-benzoyl chloride | 1397205-80-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-[(E)-2-(4-decyloxy-phenyl)-vinyl]-benzoyl chloride
• 英文别名: 4-[(E)-2-(4-decoxyphenyl)ethenyl]benzoyl chloride
• CAS: 1397205-80-9
• 化学式: C₂₅H₃₁ClO₂
• 分子量: 398.973
• InChiKey: YCWQSGYPPJCBIC-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.76
• 重原子数：
  28.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-[(E)-2-(4-decyloxy-phenyl)-vinyl]-benzoyl chloride 、 2-amino-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 以38%的产率得到2-{4-[2-(4-decyloxy-phenyl)-vinyl]-benzoylamino}-4-(4'-octyloxy-biphenyl-4-yl)-thiophene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and study of new rod-like mesogens containing 2-aminothiophene unit

  摘要：

  We present a synthesis and mesomorphic properties of a new series of rod-like mesogens. All the compounds possess a substituted 2-aminothiophene unit as a main element in the structure attached to a stilbene moiety with a terminal alkyloxy chain (OR1, OR2 where R-1=CnH2n+1, R-2=CmH2m+1; n, m ranging from 6 to 12). The synthesis of alkyloxybiphenyl substituted 2-aminothiophenes was carried out by the Gewald reaction and the appropriate reaction conditions were investigated. The liquid-crystalline properties were studied via polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. These materials exhibit nematic and/or smectic A phases. The influence of structural changes (variation in alkyloxy chain length and symmetry of the molecule) on mesogenic behaviour is discussed. Evaluation of UV-vis, fluorescent and electrochemical properties are also included. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.075
• 作为产物：
  描述：

  4-癸氧基苯甲醛 在 18-冠醚-6 、 potassium carbonate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 41.0h， 生成 4-[(E)-2-(4-decyloxy-phenyl)-vinyl]-benzoyl chloride
  参考文献：
  名称：

  Synthesis and study of new rod-like mesogens containing 2-aminothiophene unit

  摘要：

  We present a synthesis and mesomorphic properties of a new series of rod-like mesogens. All the compounds possess a substituted 2-aminothiophene unit as a main element in the structure attached to a stilbene moiety with a terminal alkyloxy chain (OR1, OR2 where R-1=CnH2n+1, R-2=CmH2m+1; n, m ranging from 6 to 12). The synthesis of alkyloxybiphenyl substituted 2-aminothiophenes was carried out by the Gewald reaction and the appropriate reaction conditions were investigated. The liquid-crystalline properties were studied via polarizing optical microscopy, differential scanning calorimetry and X-ray diffraction. These materials exhibit nematic and/or smectic A phases. The influence of structural changes (variation in alkyloxy chain length and symmetry of the molecule) on mesogenic behaviour is discussed. Evaluation of UV-vis, fluorescent and electrochemical properties are also included. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.075