4-[(trimethylsilyl)ethynyl]dithiobenzoic acid 2-(trimethylsilyl)ethyl ester | 947495-11-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(trimethylsilyl)ethynyl]dithiobenzoic acid 2-(trimethylsilyl)ethyl ester
• 英文别名: 2-Trimethylsilylethyl 4-(2-trimethylsilylethynyl)benzenecarbodithioate；2-trimethylsilylethyl 4-(2-trimethylsilylethynyl)benzenecarbodithioate
• CAS: 947495-11-6
• 化学式: C₁₇H₂₆S₂Si₂
• 分子量: 350.696
• InChiKey: RSCAZFDRUMCCDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  57.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-[(trimethylsilyl)ethynyl]dithiobenzoic acid 2-(trimethylsilyl)ethyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 24.33h， 生成 4-ethynyl(dithiobenzoic) acid 2-(trimethylsilyl)ethyl ester
  参考文献：
  名称：

  Carbodithioate-Terminated Oligo(phenyleneethynylene)s:  Synthesis and Surface Functionalization of Gold Nanoparticles

  摘要：

  Carbodithioate-terminated bis(phenylene)ethynylenes and oligo(phenyleneethynylene)s have been synthesized from TMSE-protected 4-iododithiobenzoic acid ester (1) and 4-ethynyldithiobenzoic acid ester (3) via Pd-catalyzed cross-coupling reactions. TEM and spectroscopic studies demonstrate that the reaction of 4-(phenylethynyl)dithiobenzoate with alkylamine-protected gold nanoparticles (AuNPs) produces the corresponding organocarbodithioate-functionalized AuNPs.

  DOI：

  10.1021/ol070789j
• 作为产物：
  描述：

  4-iodo(dithiobenzoic) acid 2-(trimethylsilyl)ethyl ester 、 三甲基乙炔基硅 在 copper(l) iodide 、 四(三苯基膦)钯 二异丙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以83%的产率得到4-[(trimethylsilyl)ethynyl]dithiobenzoic acid 2-(trimethylsilyl)ethyl ester
  参考文献：
  名称：

  Carbodithioate-Terminated Oligo(phenyleneethynylene)s:  Synthesis and Surface Functionalization of Gold Nanoparticles

  摘要：

  Carbodithioate-terminated bis(phenylene)ethynylenes and oligo(phenyleneethynylene)s have been synthesized from TMSE-protected 4-iododithiobenzoic acid ester (1) and 4-ethynyldithiobenzoic acid ester (3) via Pd-catalyzed cross-coupling reactions. TEM and spectroscopic studies demonstrate that the reaction of 4-(phenylethynyl)dithiobenzoate with alkylamine-protected gold nanoparticles (AuNPs) produces the corresponding organocarbodithioate-functionalized AuNPs.

  DOI：

  10.1021/ol070789j

文献信息

• Carbodithioate-Terminated Oligo(phenyleneethynylene)s:  Synthesis and Surface Functionalization of Gold Nanoparticles
  作者：Tae-Hong Park、Michael J. Therien

  DOI：10.1021/ol070789j

  日期：2007.7.1

  Carbodithioate-terminated bis(phenylene)ethynylenes and oligo(phenyleneethynylene)s have been synthesized from TMSE-protected 4-iododithiobenzoic acid ester (1) and 4-ethynyldithiobenzoic acid ester (3) via Pd-catalyzed cross-coupling reactions. TEM and spectroscopic studies demonstrate that the reaction of 4-(phenylethynyl)dithiobenzoate with alkylamine-protected gold nanoparticles (AuNPs) produces the corresponding organocarbodithioate-functionalized AuNPs.