2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene | 117044-61-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene
• 英文别名: bis-(di-[2]thienyl-methyl)-ether；Bis-(di-[2]thienyl-methyl)-aether；Bis(di-2-thienylmethyl) ether；2-[dithiophen-2-ylmethoxy(thiophen-2-yl)methyl]thiophene
• CAS: 117044-61-8
• 化学式: C₁₈H₁₄OS₄
• 分子量: 374.573
• InChiKey: GEQDREMHMVVLQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以95.3%的产率得到5,5',5'',5'''-oxybis(methanetriyl)tetrakis(2-bromothiophene)
  参考文献：
  名称：

  Convenient Synthesis of a Tetrathienyl Dendritic Core

  摘要：

  Toward the goal of hole-conducting materials, we present the synthesis of a tetrabrominated-tetrathienyl derivative for use as a four-branch core in dendrimer synthesis. Commercially available 2-thienyllithium was reacted with methyl formate to give 2,2'-dithienyl-methanol and upon acidic workup results in 2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene. The tetrathienyl product underwent regioselective tetrabromination with N-bromosuccinimide at the thienyl-5-positions in 68% overall isolated yield.

  DOI：

  10.1080/00397910802267196
• 作为产物：
  描述：

  二噻吩-2-基甲醇 以 neat (no solvent) 为溶剂， 反应 2.0h， 以89.4%的产率得到2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene
  参考文献：
  名称：

  Krishnaswamy, N. R.; Kumar, Ch. Siva Sai Kamana; Prasanna, S., Journal of Chemical Research, Miniprint, 1991, # 7, p. 1801 - 1830

  摘要：

  DOI：

文献信息

• Gol'dfarb; Kirmalowa, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1956, p. 746; engl. Ausg. S. 759
  作者：Gol'dfarb、Kirmalowa

  DOI：——

  日期：——
• Krishnaswamy, N. R.; Kumar, Ch. Siva Sai Kamana; Prasanna, S., Journal of Chemical Research, Miniprint, 1991, # 7, p. 1801 - 1830
  作者：Krishnaswamy, N. R.、Kumar, Ch. Siva Sai Kamana、Prasanna, S.

  DOI：——

  日期：——
• Convenient Synthesis of a Tetrathienyl Dendritic Core
  作者：Raphael P. Jimenez、Todd C. Sutherland

  DOI：10.1080/00397910802267196

  日期：2008.10.28

  Toward the goal of hole-conducting materials, we present the synthesis of a tetrabrominated-tetrathienyl derivative for use as a four-branch core in dendrimer synthesis. Commercially available 2-thienyllithium was reacted with methyl formate to give 2,2'-dithienyl-methanol and upon acidic workup results in 2,2',2'',2'''-oxybis(methanetriyl)tetrathiophene. The tetrathienyl product underwent regioselective tetrabromination with N-bromosuccinimide at the thienyl-5-positions in 68% overall isolated yield.