1,1,2,2-tetra-2-thenoylethane | 130727-99-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,2,2-tetra-2-thenoylethane
• 英文别名: 2,3-Bis-(thiophene-2-carbonyl)-1,4-DI-thiophen-2-YL-butane-1,4-dione；2,3-bis(thiophene-2-carbonyl)-1,4-dithiophen-2-ylbutane-1,4-dione
• CAS: 130727-99-0
• 化学式: C₂₂H₁₄O₄S₄
• 分子量: 470.615
• InChiKey: BIDSEUTYISPCCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  181
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,1,2,2-tetra-2-thenoylethane 在 劳森试剂 作用下， 以 xylene 为溶剂， 反应 3.0h， 以60%的产率得到1,3,4,6-tetra-2-thienyl-1H,3H-thieno<3.4-c>thienophene
  参考文献：
  名称：

  Synthesis and reactions of 1,3,4,6-tetra-2-thienylthieno[3,4-c]thiophene

  摘要：

  1,3,4,6-Tetra-2-thienylthieno[3,4-c]thiophene (1f) was synthesized from di-2-thenoylmethane after five steps. The cycloaddition reaction of 1f with N-phenylmaleimide yielded a pair of exo (major) and endo (minor) adducts 7 and 8, whose structures were assigned on the basis of the difference in the reactivity toward m-chloroperbenzoic acid. The reaction of 1f with phenyl vinyl sulfoxide, dimethyl acetylenedicarboxylate, and di-2-thenoylacetylene gave benzo[c]thiophene derivatives 13, 15, and 16, respectively.

  DOI：

  10.1021/jo00001a018
• 作为产物：
  描述：

  2-噻吩羧酸乙酯 在 溴 、 sodium ethanolate 、 potassium acetate 作用下， 以 乙醇 、 溶剂黄146 、 丙酮 为溶剂， 反应 2.0h， 生成 1,1,2,2-tetra-2-thenoylethane
  参考文献：
  名称：

  Synthesis and reactions of 1,3,4,6-tetra-2-thienylthieno[3,4-c]thiophene

  摘要：

  1,3,4,6-Tetra-2-thienylthieno[3,4-c]thiophene (1f) was synthesized from di-2-thenoylmethane after five steps. The cycloaddition reaction of 1f with N-phenylmaleimide yielded a pair of exo (major) and endo (minor) adducts 7 and 8, whose structures were assigned on the basis of the difference in the reactivity toward m-chloroperbenzoic acid. The reaction of 1f with phenyl vinyl sulfoxide, dimethyl acetylenedicarboxylate, and di-2-thenoylacetylene gave benzo[c]thiophene derivatives 13, 15, and 16, respectively.

  DOI：

  10.1021/jo00001a018

文献信息

• ISHII, AKIHIKO;NAKAYAMA, JUZO;KAZAMI, JUN-ICHI;IDA, YUTAKA;NAKAMURA, TAKA+, J. ORG. CHEM., 56,(1991) N, C. 78-82
  作者：ISHII, AKIHIKO、NAKAYAMA, JUZO、KAZAMI, JUN-ICHI、IDA, YUTAKA、NAKAMURA, TAKA+

  DOI：——

  日期：——
• Synthesis and reactions of 1,3,4,6-tetra-2-thienylthieno[3,4-c]thiophene
  作者：Akihiko Ishii、Juzo Nakayama、Junichi Kazami、Yutaka Ida、Takao Nakamura、Masamatsu Hoshino

  DOI：10.1021/jo00001a018

  日期：1991.1

  1,3,4,6-Tetra-2-thienylthieno[3,4-c]thiophene (1f) was synthesized from di-2-thenoylmethane after five steps. The cycloaddition reaction of 1f with N-phenylmaleimide yielded a pair of exo (major) and endo (minor) adducts 7 and 8, whose structures were assigned on the basis of the difference in the reactivity toward m-chloroperbenzoic acid. The reaction of 1f with phenyl vinyl sulfoxide, dimethyl acetylenedicarboxylate, and di-2-thenoylacetylene gave benzo[c]thiophene derivatives 13, 15, and 16, respectively.