3,3'-Diaethyl-3-sila-pentyl-(1)-thioacetat | 17957-31-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: 3,3'-Diaethyl-3-sila-pentyl-(1)-thioacetat
• 英文别名: S-2-(triethylsilyl)ethyl ethanethioate；S-(2-triethylsilylethyl) ethanethioate
• CAS: 17957-31-2
• 化学式: C₁₀H₂₂OSSi
• 分子量: 218.436
• InChiKey: FFKXSTZYBOVTTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3'-Diaethyl-3-sila-pentyl-(1)-thioacetat 在 双氧水 作用下， 生成 2-Triethylsilyl-ethansulfonsaeure
  参考文献：
  名称：

  Vlasova,N.N. et al., Journal of general chemistry of the USSR, 1974, vol. 44, p. 2120 - 2123

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰碘 、 2-(三乙基硅烷基)乙硫醇 反应 4.0h， 以44%的产率得到3,3'-Diaethyl-3-sila-pentyl-(1)-thioacetat
  参考文献：
  名称：

  Acyl iodides in organic synthesis. Reaction of acetyl iodide with thiols

  摘要：

  The direction of reactions of acetyl iodide with aliphatic, aromatic, and heterocyclic thiols is determined by the thiol acidity and steric factors. Acetyl iodide reacted with aliphatic thiols, including trialkylsilyl-substituted derivatives R(CH2)(n)SH (R = Me, n = 3; R = Me3Si, n = 3; R = Et3Si, n = 2), to give the corresponding ethanethioates R(CH2)(n)SCOMe. Benzenethiol was oxidized with acetyl iodide to diphenyl disulfide. The reaction of acetyl iodide with 2-sulfanylethanol afforded 2-(2-iodoethyldisulfanyl)ethyl acetate as a result of three consecutive-parallel processes: acylation, iodination, and oxidation of the initial compound. 1,3-Benzothiazole-2-thiol reacted with acetyl iodide only at the nitrogen atom to give quaternary salt, whereas the SH group remained intact.

  DOI：

  10.1134/s1070428011120013

文献信息

• The Preparation of Certain Carbon-functional Silathiols and Silathio Esters
  作者：Paul F. Gawrys、Howard W. Post

  DOI：10.1021/jo01049a512

  日期：1962.2