2-(trimethylsilyl)ethynyl-5-iodotoluene | 207724-68-3

• 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: 2-(trimethylsilyl)ethynyl-5-iodotoluene
• 英文别名: 2-(4-Iodo-2-methylphenyl)ethynyl-trimethylsilane
• CAS: 207724-68-3
• 化学式: C₁₂H₁₅ISi
• 分子量: 314.241
• InChiKey: MSTLHAYWZWZBIB-UHFFFAOYSA-N

物化性质

• 沸点：
  285.9±40.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(trimethylsilyl)ethynyl-5-iodotoluene 在 四氢吡咯 、 copper(l) iodide 、 potassium carbonate 、 二异丙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 生成 2-[4-[2-[4-[2-(4-Iodophenyl)ethynyl]-3-methylphenyl]ethynyl]phenyl]sulfanylethyl-trimethylsilane
  参考文献：
  名称：

  Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers

  摘要：

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.

  DOI：

  10.1021/jo982392m
• 作为产物：
  描述：

  3-溴甲基苯 在 三氯化铝 、 碘 、 叔丁基锂 、 氯磷酸二乙酯 、 lithium diisopropyl amide 作用下， 以 二氯甲烷 为溶剂， 反应 3.92h， 生成 2-(trimethylsilyl)ethynyl-5-iodotoluene
  参考文献：
  名称：

  Soluble Ferrocene Conjugates for Incorporation into Self-Assembled Monolayers

  摘要：

  A series of phenylethynyl oligomers (I-V) possessing a ferrocene and thiol at each termini have been synthesized. These oligomers have been designed to overcome the inherent insolubility of this class of complexes by substitution at the phenyl groups with methyl and propoxy substituents. Several new reactions for preparing arenethiol-protected compounds are described. Interestingly, the generation of an arenethiol anion during base- or fluoride-catalyzed deprotection has been characterized.

  DOI：

  10.1021/jo982392m