3-(dibenzo[b,d]thiophene-2-carbonyl)benzo[b]thiophene-2-carboxylic acid | 1366181-36-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(dibenzo[b,d]thiophene-2-carbonyl)benzo[b]thiophene-2-carboxylic acid
• CAS: 1366181-36-3
• 化学式: C₂₂H₁₂O₃S₂
• 分子量: 388.467
• InChiKey: RJTOGOWVBFGMON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(dibenzo[b,d]thiophene-2-carbonyl)benzo[b]thiophene-2-carboxylic acid 在 aluminum (III) chloride 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二硫化碳 为溶剂， 反应 15.25h， 生成
  参考文献：
  名称：

  Synthesis and properties of naphthobisbenzo[b]thiophenes: structural curvature of higher acene frameworks for solubility enhancement and high-order orientation in crystalline states

  摘要：

  The syntheses of naphtho[2,3-b:7,6-b']- and naphtho[2,1-b:5,6-b']bisbenzo[b]thiophenes (NBBTs) are achieved via inter- and intramolecular stepwise Friedel-Crafts-type reactions. The structural curvature of these NBBTs are found to improve their solubility in organic solvents, and to form well-defined herringbone structures in single crystals, especially when the C-2v symmetrical naphtho[2,3-b:7,6-b']bisbenzo[b]thiophene takes the form of asymmetric space groups in a parallel direction with each other, and having exhibited OFET characteristics with a hole mobility of 7 x 10(-5) cm(2) V-1 s(-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.114
• 作为产物：
  描述：

  benzothiophene-2,3-dicarboxylic anhydride 、 二苯并噻吩 在 aluminum (III) chloride 、 盐酸 作用下， 以 1,2-二氯乙烷 、 水 为溶剂， 反应 25.17h， 以44%的产率得到3-(dibenzo[b,d]thiophene-2-carbonyl)benzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and properties of naphthobisbenzo[b]thiophenes: structural curvature of higher acene frameworks for solubility enhancement and high-order orientation in crystalline states

  摘要：

  The syntheses of naphtho[2,3-b:7,6-b']- and naphtho[2,1-b:5,6-b']bisbenzo[b]thiophenes (NBBTs) are achieved via inter- and intramolecular stepwise Friedel-Crafts-type reactions. The structural curvature of these NBBTs are found to improve their solubility in organic solvents, and to form well-defined herringbone structures in single crystals, especially when the C-2v symmetrical naphtho[2,3-b:7,6-b']bisbenzo[b]thiophene takes the form of asymmetric space groups in a parallel direction with each other, and having exhibited OFET characteristics with a hole mobility of 7 x 10(-5) cm(2) V-1 s(-1). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.114