4,5-Bis(dodecylsulfanyl)-2-(4-iodo-1,3-dithiol-2-ylidene)-1,3-dithiole | 1147887-47-5

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: 4,5-Bis(dodecylsulfanyl)-2-(4-iodo-1,3-dithiol-2-ylidene)-1,3-dithiole
• CAS: 1147887-47-5
• 化学式: C₃₀H₅₁IS₆
• 分子量: 731.035
• InChiKey: ZRDXRINRSYUMDK-UHFFFAOYSA-N

物化性质

• 沸点：
  632.4±55.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  37
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,5-Bis(dodecylsulfanyl)-2-(4-iodo-1,3-dithiol-2-ylidene)-1,3-dithiole 、 双(2-乙炔基苯基)乙炔 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 苯 为溶剂， 以45%的产率得到2-[4-[2-[2-[2-[2-[2-[2-[4,5-Bis(dodecylsulfanyl)-1,3-dithiol-2-ylidene]-1,3-dithiol-4-yl]ethynyl]phenyl]ethynyl]phenyl]ethynyl]-1,3-dithiol-2-ylidene]-4,5-bis(dodecylsulfanyl)-1,3-dithiole
  参考文献：
  名称：

  Synthesis and Electrochromic Properties of Bis(2-tetrathiafulvalenylethynylphenyl)ethynes

  摘要：

  Bis(2-tetrathiafulvalenylethynylphenyl)ethynes 1a and 1b have been synthesized by the Sonogashira coupling reaction of 4-iodotetrathiafulvalenes with bis(2-ethynylphenyl)ethyne. The dimeric TTFs 1a and 1b form an open-chain anti conformation in the neutral and tetracation states, whereas la and 1b form a helical syn conformation in the mono- and dication states owing to their face-to-face interaction between the two TTF units. Such conformational changes lead to unique electrochromic and on-off switching properties of 1a and 1b in UV-vis-NIR spectra.

  DOI：

  10.3987/com-08-s(f)106
• 作为产物：
  描述：

  4,5-bis(dodecylthio)tetrathiafulvalene 在 正丁基锂 、 全氟己基碘烷 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到4,5-Bis(dodecylsulfanyl)-2-(4-iodo-1,3-dithiol-2-ylidene)-1,3-dithiole
  参考文献：
  名称：

  Synthesis and Electrochromic Properties of Bis(2-tetrathiafulvalenylethynylphenyl)ethynes

  摘要：

  Bis(2-tetrathiafulvalenylethynylphenyl)ethynes 1a and 1b have been synthesized by the Sonogashira coupling reaction of 4-iodotetrathiafulvalenes with bis(2-ethynylphenyl)ethyne. The dimeric TTFs 1a and 1b form an open-chain anti conformation in the neutral and tetracation states, whereas la and 1b form a helical syn conformation in the mono- and dication states owing to their face-to-face interaction between the two TTF units. Such conformational changes lead to unique electrochromic and on-off switching properties of 1a and 1b in UV-vis-NIR spectra.

  DOI：

  10.3987/com-08-s(f)106