3-巯丙基三甲基硅烷 | 13399-93-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 3-巯丙基三甲基硅烷
• 英文名称: 3-(trimethylsilyl)propane-1-thiol
• 英文别名: trimethylsilylpropanethiol；1-Propanethiol, 3-trimethylsilyl-；3-trimethylsilylpropane-1-thiol
• CAS: 13399-93-4
• 化学式: C₆H₁₆SSi
• mdl: MFCD08275514
• 分子量: 148.345
• InChiKey: HCZBMENVWKFZDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  97°C/30mmHg
• 密度：
  0.8496

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• TSCA：
  No
• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  3-巯丙基三甲基硅烷 在 ammonium hydroxide 、 三乙胺 作用下， 生成 1-Carbamoylmercapto-3-trimethylsilyl-propan
  参考文献：
  名称：

  Mironov,V.F. et al., Journal of general chemistry of the USSR, 1966, vol. 36, p. 1852

  摘要：

  DOI：
• 作为产物：
  描述：

  (3-氯丙基)三甲基硅烷 在 potassium hydrosulfide 作用下， 以 乙醇 为溶剂， 生成 3-巯丙基三甲基硅烷
  参考文献：
  名称：

  Hetflejs,J. et al., Collection of Czechoslovak Chemical Communications, 1973, vol. 38, p. 717 - 726

  摘要：

  DOI：

文献信息

• Synthesis and some properties of trimethyl(trialkoxy)silylalkyl esters of trivalent arsenic thioacids
  作者：N. A. Chadaeva、K. A. Mamakov、D. A. Iskhakova、G. Kh. Kamai

  DOI：10.1007/bf00922354

  日期：1974.1
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: S: SVol.4a/b, 1.3.11.2, page 291 - 298
  作者：

  DOI：——

  日期：——
• Mironov,V.F. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1588 - 1591
  作者：Mironov,V.F. et al.

  DOI：——

  日期：——
• Maroshina, M.Yu.; Pozhidaev, Yu.N.; Palam, B., Doklady Chemistry, 1994, vol. 339, # 1-3, p. 205 - 207
  作者：Maroshina, M.Yu.、Pozhidaev, Yu.N.、Palam, B.、Vlasova, N.N.、Voronkov, M.G.

  DOI：——

  日期：——
• Universal Polymer Analysis by ¹H NMR Using Complementary Trimethylsilyl End Groups
  作者：Michael Päch、Daniel Zehm、Maik Lange、Ina Dambowsky、Jan Weiss、André Laschewsky

  DOI：10.1021/ja102096u

  日期：2010.6.30

  New degenerative chain transfer agents, namely 4-(trimethylsilyl)benzyl 4'-(trimethylsilyl)butanedithioate, 4-(trimethylsilyl)benzyl 3'-(trimethylsilyl)propyl trithiocarbonate and their 3-(trimethylsilyl)benzyl isomers, that are two-fold labeled with complementary trimethylsilyl (TMS) markers, were designed and shown to be powerful tools for universal polymer analysis by conventional H-1 NMR spectroscopy. Their use in controlled free radical polymerization, here the reversible addition fragmentation chain transfer (RAFT) method, resulted in polymers with low polydispersities up to high molar masses, as well as with defined complementary TMS end groups. Thus, routine H-1 NMR spectra allowed facile determination of the molar masses of polymers of various chemical structures up to at least 10(5) g/mol, and simultaneously provided crucial information about the content of end groups that is typically >95% when polymerizations are correctly performed. Polymerizations were carried out in various solvents for two standard monomers, namely n-butyl acrylate and styrene, as well as for two specialty monomers, so-called inimers, namely 2-(2-chloropropionyloxy)ethyl acrylate and 2-(2-chloropropionyloxy)ethyl acrylamide. The complementary end group markers revealed marked differences in the suitability of commonly used solvents for RAFT polymerization. The results demonstrate beyond good polymerization control that the new RAFT agents are universal, powerful tools for facile polymer analysis by routine H-1 NMR spectroscopy, of their absolute molar masses as well as of the content of end groups. This is crucial information, e.g., for the synthesis of high-quality telechelics and, in particular, of block copolymers, which is difficult to obtain by other methods. Preliminary screening experiments indicate that similar uses can be envisaged for analogous ATRP systems.