<2-(trimethylsiloxy)ethylthio>trimethylsilane | 78921-31-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: <2-(trimethylsiloxy)ethylthio>trimethylsilane
• 英文别名: Trimethylsilyl 2-trimethylsiloxyethyl sulfide；trimethyl(2-trimethylsilyloxyethylsulfanyl)silane
• CAS: 78921-31-0
• 化学式: C₈H₂₂OSSi₂
• 分子量: 222.499
• InChiKey: XCBOVFFZLIBFBZ-UHFFFAOYSA-N

物化性质

• 沸点：
  51 °C(Press: 4 Torr)
• 密度：
  0.881±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-trans-1-mercaptocyclohexan-2-ol 、 <2-(trimethylsiloxy)ethylthio>trimethylsilane 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A new strategy for chemoselective O-acylation of β-mercapto alcohols via alkylsilyl and stannyl protection

  摘要：

  Chemoselective preparation of O-acylated derivatives from bis-protected mercapto alcohols was described. Trialkylsilyl and trialkylstannyl chloride are used to generate an intermediate with O- and S-protection. The intermediates from beta-mercapto alcohols are reactive toward acylating agents and selective to provide O-acylated derivatives. The present preparation involves the direct conversion of alcohol to the corresponding O-acylated compounds without deprotection. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.047
• 作为产物：
  描述：

  (三甲基硅基)乙酸乙酯 、 2-巯基乙醇 在 四丁基氟化铵 作用下， 反应 3.0h， 以83%的产率得到<2-(trimethylsiloxy)ethylthio>trimethylsilane
  参考文献：
  名称：

  Silylation of Relatively Acidic Compounds with Alkyl Trimethylsilylacetates

  摘要：

  已从合成和机理的角度描述了用烷基三甲基硅基乙酸酯对酮、醇、烷基硫醇、酚和羧酸进行硅基化的过程。

  DOI：

  10.1246/bcsj.54.805

文献信息

• Silylation of Relatively Acidic Compounds with Alkyl Trimethylsilylacetates
  作者：Eiichi Nakamura、Koichi Hashimoto、Isao Kuwajima

  DOI：10.1246/bcsj.54.805

  日期：1981.3

  Silylation of ketones, alcohols, alkanethiols, phenols, and carboxylic acids with alkyl trimethylsilylacetates has been described from synthetic and mechanistic points of view.

  已从合成和机理的角度描述了用烷基三甲基硅基乙酸酯对酮、醇、烷基硫醇、酚和羧酸进行硅基化的过程。
• A new strategy for chemoselective O-acylation of β-mercapto alcohols via alkylsilyl and stannyl protection
  作者：Muchchintala Maheswara、Mirae Kim、Sun-Ju Yun、Jung Jin Ju、Jung Yun Do

  DOI：10.1016/j.tetlet.2008.11.047

  日期：2009.1

  Chemoselective preparation of O-acylated derivatives from bis-protected mercapto alcohols was described. Trialkylsilyl and trialkylstannyl chloride are used to generate an intermediate with O- and S-protection. The intermediates from beta-mercapto alcohols are reactive toward acylating agents and selective to provide O-acylated derivatives. The present preparation involves the direct conversion of alcohol to the corresponding O-acylated compounds without deprotection. (C) 2008 Elsevier Ltd. All rights reserved.