1-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-[1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene | 556064-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-[1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
• 英文别名: 1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-[1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
• CAS: 556064-23-4
• 化学式: C₆₈H₁₀₆O₈S₄
• 分子量: 1179.85
• InChiKey: AVUYLNYWBTYNKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.2
• 重原子数：
  80
• 可旋转键数：
  43
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  187
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-[1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene 在 N-碘代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 以92%的产率得到5,5,5',5',5'',5'',5''',5'''-Octakis-butoxymethyl-3,3'''-diiodo-5,6,5',6',5'',6'',5''',6'''-octahydro-4H,4'H,4''H,4'''H-[1,1';3',1'';3'',1''']quater[cyclopenta[c]thiophene]
  参考文献：
  名称：

  Extensive Quinoidal Oligothiophenes with Dicyanomethylene Groups at Terminal Positions as Highly Amphoteric Redox Molecules

  摘要：

  A series of highly extensive quinoidal oligothiophenes carrying a dicyanomethylene group at both terminal positions is synthesized. As the quinoidal structures extend, they have highly amphoteric abilities and show strong electronic absorptions in the visible to near-infrared region. The higher homologues, quinquethiophene and sexithiophene, exist as equilibrium mixtures with the biradical species.

  DOI：

  10.1021/ja051840m
• 作为产物：
  描述：

  2,5-Dibromo-3,4-bis(bromomethyl)thiophene 在 lithium aluminium tetrahydride 、 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 57.5h， 生成 1-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-3-[1-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
  参考文献：
  名称：

  Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer:  Revaluation of Effective Conjugation Length

  摘要：

  A series of extraordinarily long oligothiophenes up to the 96-mer has been developed by iterative oxidative coupling of the completely beta-blocked sexithiophene. They are highly conjugated like nonsubstituted oligothiophenes, and the effective conjugation of this system is extended to 96 thiophene units and much longer than that previously speculated for polythiophenes.

  DOI：

  10.1021/ja034333i