4-(2-trimethylsilylethynyl)phenyl 4-benzyloxybenzoate | 1562688-09-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(2-trimethylsilylethynyl)phenyl 4-benzyloxybenzoate
• 英文别名: [4-(2-Trimethylsilylethynyl)phenyl] 4-phenylmethoxybenzoate；[4-(2-trimethylsilylethynyl)phenyl] 4-phenylmethoxybenzoate
• CAS: 1562688-09-8
• 化学式: C₂₅H₂₄O₃Si
• 分子量: 400.549
• InChiKey: JSHCRUFLVQRJEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.71
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三甲基乙炔基硅 在 4-二甲氨基吡啶 、 copper(II) acetate monohydrate 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 palladium dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 25.25h， 生成 4-(2-trimethylsilylethynyl)phenyl 4-benzyloxybenzoate
  参考文献：
  名称：

  Synthesis of Some Novel Aromatic Alkynyl Silanes: Mesomorphic Characterization of Ethynyl-Substituted Rod-Shaped Molecules

  摘要：

  The synthesis and characterization of 10 new rod-shaped substituted benzoates possessing the 4-(2-trimethylsilyl)ethynyl group in terminal phenyl position is reported employing the simple and efficient Sonogashira cross-coupling and DCC esterification. 4-Dodecylbiphenyl-4-carboxylic(2-trimethylsilylethynyl)-phenyl ester (3i), 4-(4-hexadecyloxybenzyloxy) carboxylic-4-trimethylsilanylethynyl-phenyl ester (3j), and 1,4-bis(4-(pentyloxy)phenyl)buta-1,3-diyne (7) compounds were evaluated for liquid crystal property. [Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file.]

  DOI：

  10.1080/15421406.2013.822299

文献信息

• Synthesis of Some Novel Aromatic Alkynyl Silanes: Mesomorphic Characterization of Ethynyl-Substituted Rod-Shaped Molecules
  作者：H. T. Srinivasa、S. Hariprasad

  DOI：10.1080/15421406.2013.822299

  日期：2014.1.1

  The synthesis and characterization of 10 new rod-shaped substituted benzoates possessing the 4-(2-trimethylsilyl)ethynyl group in terminal phenyl position is reported employing the simple and efficient Sonogashira cross-coupling and DCC esterification. 4-Dodecylbiphenyl-4-carboxylic(2-trimethylsilylethynyl)-phenyl ester (3i), 4-(4-hexadecyloxybenzyloxy) carboxylic-4-trimethylsilanylethynyl-phenyl ester (3j), and 1,4-bis(4-(pentyloxy)phenyl)buta-1,3-diyne (7) compounds were evaluated for liquid crystal property. [Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file.]