3-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene | 556064-22-3

• 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: 3-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
• 英文别名: 3-[5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene
• CAS: 556064-22-3
• 化学式: C₃₄H₅₄O₄S₂
• 分子量: 590.932
• InChiKey: KUMDILFJUWFCLB-UHFFFAOYSA-N

物化性质

• 沸点：
  639.8±55.0 °C(predicted)
• 密度：
  1.050±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  40
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  93.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[5,5-Bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophen-3-yl]-5,5-bis(butoxymethyl)-4,6-dihydrocyclopenta[c]thiophene 在 四(三苯基膦)钯 正丁基锂 、 碘 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2-(5,5,5',5'-Tetrakis-butoxymethyl-5,6,5',6'-tetrahydro-4H,4'H-[1,1']bi[cyclopenta[c]thiophenyl]-3-yl)-malononitrile
  参考文献：
  名称：

  高溶解性推挽型喹啉噻吩的合成和光谱性质。

  摘要：

  [结构：见正文]开发了一系列推挽式喹啉噻吩5a，b和6a-c，在其末端取代了一个供电子的1,3-二硫醇-2-亚烷基单元和一个吸电子的二氰基亚甲基单元。它们在普通溶剂中高度可溶，并带有硫代喹啉骨架的深颜色。

  DOI：

  10.1021/ol0513037
• 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 3-[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

文献信息

• Extensive Quinoidal Oligothiophenes with Dicyanomethylene Groups at Terminal Positions as Highly Amphoteric Redox Molecules
  作者：Toshiaki Takahashi、Ken-ichi Matsuoka、Kazuo Takimiya、Tetsuo Otsubo、Yoshio Aso

  DOI：10.1021/ja051840m

  日期：2005.6.1

  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.
• Synthesis and Spectral Properties of a Highly Soluble Push−Pull Type of Quinoidal Thiophenes
  作者：Toshiaki Takahashi、Kazuo Takimiya、Tetsuo Otsubo、Yoshio Aso

  DOI：10.1021/ol0513037

  日期：2005.9.1

  push-pull quinoidal thiophenes 5a,b and 6a-c substituted with an electron-donating 1,3-dithiol-2-ylidene unit and an electron-withdrawing dicyanomethylene unit at the terminals is developed. They are highly soluble in common solvents and deeply colored with extension of the thienoquinoid skeleton.

  [结构：见正文]开发了一系列推挽式喹啉噻吩5a，b和6a-c，在其末端取代了一个供电子的1,3-二硫醇-2-亚烷基单元和一个吸电子的二氰基亚甲基单元。它们在普通溶剂中高度可溶，并带有硫代喹啉骨架的深颜色。
• Synthesis and Spectroscopic Properties of a Series of β-Blocked Long Oligothiophenes up to the 96-mer:  Revaluation of Effective Conjugation Length
  作者：Tsuyoshi Izumi、Seiji Kobashi、Kazuo Takimiya、Yoshio Aso、Tetsuo Otsubo

  DOI：10.1021/ja034333i

  日期：2003.5.1

  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.