2-Octadecyl-malonic acid bis-[2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl] ester | 142701-16-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-Octadecyl-malonic acid bis-[2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl] ester
• 英文别名: Bis[2-[[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]sulfanyl]ethyl] 2-octadecylpropanedioate
• CAS: 142701-16-4
• 化学式: C₃₇H₅₂O₄S₁₀
• 分子量: 881.477
• InChiKey: CEBMPABKJWNQNN-UHFFFAOYSA-N

物化性质

• 沸点：
  794.0±60.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  51
• 可旋转键数：
  29
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  306
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  四硫富瓦烯 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 生成 2-Octadecyl-malonic acid bis-[2-([2,2']bi[[1,3]dithiolylidene]-4-ylsulfanyl)-ethyl] ester
  参考文献：
  名称：

  Bis- and tris(tetrathiafulvalenes) (TTFs) derived from reactions of the TTF-thiolate anion

  摘要：

  A range of new bis- and tris-TTF derivatives has been prepared using the TTF-thiolate anion 2 as a key intermediate. Thiolate anion 2 reacts with 2-bromoethanol to yield alcohol 3 from which the bis- and tris-TTF systems 4-7 have been obtained by reaction with the appropriate acid chloride. Subsequent reactions of the malonate anion of dimeric TTF 7 yield derivatives 8-10, which include the amphiphilic system 8. Thiolate anion 2 reacts with bis- and tris(bromomethyl)benzene to yield bis- and tris-TTF derivatives 11 and 12, respectively. Thioester 13, which serves as a shelf-stable precursor of thiolate anion 2, has been used in the synthesis of bis-TTF systems 17 and 18. The solution electrochemistry of the new multi-TTF derivatives has been studied by cyclic voltammetry, which reveals that the TTF moieties do not interact to any significant extent.

  DOI：

  10.1021/jo00044a020

文献信息

• Bis- and tris(tetrathiafulvalenes) (TTFs) derived from reactions of the TTF-thiolate anion
  作者：Martin R. Bryce、Gary J. Marshallsay、Adrian J. Moore

  DOI：10.1021/jo00044a020

  日期：1992.8

  A range of new bis- and tris-TTF derivatives has been prepared using the TTF-thiolate anion 2 as a key intermediate. Thiolate anion 2 reacts with 2-bromoethanol to yield alcohol 3 from which the bis- and tris-TTF systems 4-7 have been obtained by reaction with the appropriate acid chloride. Subsequent reactions of the malonate anion of dimeric TTF 7 yield derivatives 8-10, which include the amphiphilic system 8. Thiolate anion 2 reacts with bis- and tris(bromomethyl)benzene to yield bis- and tris-TTF derivatives 11 and 12, respectively. Thioester 13, which serves as a shelf-stable precursor of thiolate anion 2, has been used in the synthesis of bis-TTF systems 17 and 18. The solution electrochemistry of the new multi-TTF derivatives has been studied by cyclic voltammetry, which reveals that the TTF moieties do not interact to any significant extent.