2-(4-heptylphenyl)-1-benzofuran-5-carboxylic acid | 331833-88-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 2-(4-heptylphenyl)-1-benzofuran-5-carboxylic acid
• CAS: 331833-88-6
• 化学式: C₂₂H₂₄O₃
• 分子量: 336.431
• InChiKey: KSZQLRQSQLTDJG-UHFFFAOYSA-N

物化性质

• 沸点：
  508.5±38.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-heptylphenyl)-1-benzofuran-5-carboxylic acid 在 氯化亚砜 、 氨 作用下， 以 苯 、 四氢呋喃 为溶剂， 以60%的产率得到2-(4-heptylphenyl)-1-benzofuran-5-carboxamide
  参考文献：
  名称：

  摘要：

  The synthesis and transition temperatures are reported for several 2-(4-alkyl- and 4-alkoxy-phenyl)-5-cyano-1-benzofurans, 2-(4'-alkylbiphenyl-4-yl)-5-cyano- and 5-(4'-alkylbiphenyl-4-yl)-2-cyano-1-benzofurans, and for compounds with other combinations of terminal alkyl and cyano groups in 2,5-disubstituted-1-benzofurans containing two phenyl units; some isolated examples of related cyclohexane systems are also presented. The mesogenic behaviour of these compounds and several intermediates (e.g. amides, acids and esters) is discussed and the transition temperatures are rationalised on the following basis (a) 1-benzofuran is a superior core unit to benzene, (b) 2,5-disubstitution in 1-benzofuran gives a bent core which adversely affects mesogenicity, to an extent which depends on its position in the core, (c) antiparallel associations in terminal cyano compounds can eliminate the disadvantage of a bent core structure, (d) 2-aryl-1-benzofurans have negligible inter-annular twist but 5-aryl-1-benzofurans have similar inter-annular twist to that in biphenyls.

  DOI：

  10.1039/b102837p
• 作为产物：
  描述：

  methyl 3-(chloromethyl)-4-hydroxybenzoate 在 4-二甲氨基吡啶 、 氢氧化钾 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 39.0h， 生成 2-(4-heptylphenyl)-1-benzofuran-5-carboxylic acid
  参考文献：
  名称：

  摘要：

  The synthesis and transition temperatures are reported for several 2-(4-alkyl- and 4-alkoxy-phenyl)-5-cyano-1-benzofurans, 2-(4'-alkylbiphenyl-4-yl)-5-cyano- and 5-(4'-alkylbiphenyl-4-yl)-2-cyano-1-benzofurans, and for compounds with other combinations of terminal alkyl and cyano groups in 2,5-disubstituted-1-benzofurans containing two phenyl units; some isolated examples of related cyclohexane systems are also presented. The mesogenic behaviour of these compounds and several intermediates (e.g. amides, acids and esters) is discussed and the transition temperatures are rationalised on the following basis (a) 1-benzofuran is a superior core unit to benzene, (b) 2,5-disubstitution in 1-benzofuran gives a bent core which adversely affects mesogenicity, to an extent which depends on its position in the core, (c) antiparallel associations in terminal cyano compounds can eliminate the disadvantage of a bent core structure, (d) 2-aryl-1-benzofurans have negligible inter-annular twist but 5-aryl-1-benzofurans have similar inter-annular twist to that in biphenyls.

  DOI：

  10.1039/b102837p

文献信息

• LIQUID CRYSTAL COMPOUNDS
  申请人：Qinetiq Limited

  公开号：EP1214306A1

  公开（公告）日：2002-06-19
• [EN] LIQUID CRYSTAL COMPOUNDS<br/>[FR] COMPOSES CRISTAUX LIQUIDES
  申请人：SECR DEFENCE

  公开号：WO2001021606A1

  公开（公告）日：2001-03-29

  A liquid crystal compound of general formula (I) where X is O, S or Se, and R?1, R2, R3, R4¿, m, n, p and q are as specified in the application. Liquid crystal devices comprising said compounds are also claimed.