2-{[(三甲基硅烷基)甲基]硫基}吡啶 | 151668-58-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-{[(三甲基硅烷基)甲基]硫基}吡啶
• 中文别名: 吡啶,2-[[(三甲基甲硅烷基)甲基]硫代]-(9CI)
• 英文名称: 2-[(trimethylsilylmethyl)thio]pyridine
• 英文别名: Trimethyl(pyridin-2-ylsulfanylmethyl)silane
• CAS: 151668-58-5
• 化学式: C₉H₁₅NSSi
• mdl: MFCD28157367
• 分子量: 197.376
• InChiKey: APQOORZJMWGMGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-{[(三甲基硅烷基)甲基]硫基}吡啶 、 仲辛酮 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以14%的产率得到
  参考文献：
  名称：

  Reaction of 2-Trimethylsilylmethylthiopyridine Promoted by a Fluoride Ion: The First Example of Generation of 2-Pyridylthiomethylcarbanion

  摘要：

  2-Trimethylsilylmethylthiopyridine prepared readily by the reaction of 2-mercaptopyridine with chloromethyltrimethylsilane in the presence of potassium carbonate reacts with carbonyl compounds in the presence of a catalytic amount of tetrabutylammonium fluoride (TBAF) to give 2-(2-pyridylthio)ethanols. This reaction is the first example of generation and introduction of 2-pyfidylthiomethyl-carbanion.

  DOI：

  10.3987/com-93-6383
• 作为产物：
  描述：

  2-巯基吡啶 、 氯甲基三甲基硅烷 在 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以98%的产率得到2-{[(三甲基硅烷基)甲基]硫基}吡啶
  参考文献：
  名称：

  Reaction of 2-Trimethylsilylmethylthiopyridine Promoted by a Fluoride Ion: The First Example of Generation of 2-Pyridylthiomethylcarbanion

  摘要：

  2-Trimethylsilylmethylthiopyridine prepared readily by the reaction of 2-mercaptopyridine with chloromethyltrimethylsilane in the presence of potassium carbonate reacts with carbonyl compounds in the presence of a catalytic amount of tetrabutylammonium fluoride (TBAF) to give 2-(2-pyridylthio)ethanols. This reaction is the first example of generation and introduction of 2-pyfidylthiomethyl-carbanion.

  DOI：

  10.3987/com-93-6383

文献信息

• Bassindale, Alan R.; Parker, David J.; Taylor, Peter G., Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 5, p. 1059 - 1066
  作者：Bassindale, Alan R.、Parker, David J.、Taylor, Peter G.

  DOI：——

  日期：——
• Phase transfer catalytic synthesis of silyl derivatives of heterocyclic thiols
  作者：E. Abele、K. Rubina、R. Abele、I. Sleiksha、E. Lukevics

  DOI：10.1007/bf02251796

  日期：1999.9
• Reaction of 2-Trimethylsilylmethylthiopyridine Promoted by a Fluoride Ion: The First Example of Generation of 2-Pyridylthiomethylcarbanion
  作者：Shinya Kohra、Hiroshi Ueda、Yoshinori Tominaga

  DOI：10.3987/com-93-6383

  日期：——

  2-Trimethylsilylmethylthiopyridine prepared readily by the reaction of 2-mercaptopyridine with chloromethyltrimethylsilane in the presence of potassium carbonate reacts with carbonyl compounds in the presence of a catalytic amount of tetrabutylammonium fluoride (TBAF) to give 2-(2-pyridylthio)ethanols. This reaction is the first example of generation and introduction of 2-pyfidylthiomethyl-carbanion.

表征谱图