2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-naphtho[2,3-d][1,3]dithiole-5,8-dione | 245525-62-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-naphtho[2,3-d][1,3]dithiole-5,8-dione
• 英文别名: 2-[4,5-Bis(methylsulfanyl)-1,3-dithiol-2-ylidene]benzo[f][1,3]benzodithiole-5,8-dione
• CAS: 245525-62-6
• 化学式: C₁₆H₁₀O₂S₆
• 分子量: 426.65
• InChiKey: VJLLKRBYLXSQPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  186
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-naphtho[2,3-d][1,3]dithiole-5,8-dione 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， -78.0~170.0 ℃ 、66.66 Pa 条件下， 反应 2.0h， 生成 2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-5,8-bis-(4,5-bis-pentylsulfanyl-[1,3]dithiol-2-ylidene)-5,8-dihydro-naphtho[2,3-d][1,3]dithiole
  参考文献：
  名称：

  A new strategy to reach highly extended and quinonoid tetrathiafulvalene (TTF) derivatives

  摘要：

  2,3-Bis(bromomethyl)TTFs 4 are used as precursors of 2,3-dimethylene-[2H]-TTFs 5 to reach cycloadducts of high synthetic interest via a [4+2] cycloaddition with quinonic derivatives. Subsequent Horner-Wadsworth-Emmons olefinations with a 1,3-dithiole phosphonate anion afforded highly extended and sulfur-rich analogs of tetrathiafulvalene 1. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01162-4
• 作为产物：
  描述：

  2,3-bis(bromomethyl)-6,7-bis(methylsulfanyl)tetrathiafulvalene 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(4,5-Bis-methylsulfanyl-[1,3]dithiol-2-ylidene)-naphtho[2,3-d][1,3]dithiole-5,8-dione
  参考文献：
  名称：

  A new strategy to reach highly extended and quinonoid tetrathiafulvalene (TTF) derivatives

  摘要：

  2,3-Bis(bromomethyl)TTFs 4 are used as precursors of 2,3-dimethylene-[2H]-TTFs 5 to reach cycloadducts of high synthetic interest via a [4+2] cycloaddition with quinonic derivatives. Subsequent Horner-Wadsworth-Emmons olefinations with a 1,3-dithiole phosphonate anion afforded highly extended and sulfur-rich analogs of tetrathiafulvalene 1. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01162-4