dimethyl-[(Z)-1-methylsulfanylbut-1-enyl]-phenylsilane | 185844-38-6

• 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: dimethyl-[(Z)-1-methylsulfanylbut-1-enyl]-phenylsilane
• CAS: 185844-38-6
• 化学式: C₁₃H₂₀SSi
• 分子量: 236.453
• InChiKey: VVMADEVEXCOHFF-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dimethyl-[(Z)-1-methylsulfanylbut-1-enyl]-phenylsilane 在 Oxone 、 cesium fluoride 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 28.0h， 生成 1-methanesulfonyl-trans-2-butene
  参考文献：
  名称：

  Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides

  摘要：

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.

  DOI：

  10.1039/p19960002803
• 作为产物：
  描述：

  1-(二甲基(苯基)甲硅烷基)丁烷-1-酮 在 盐酸 、 硫化氢 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 为溶剂， 生成 dimethyl-[(Z)-1-methylsulfanylbut-1-enyl]-phenylsilane
  参考文献：
  名称：

  Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides

  摘要：

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.

  DOI：

  10.1039/p19960002803

文献信息

• Chemistry of thioacylsilanes part 11. Cyclic and open chain α-silyl vinyl sulfides as precursors of thioannulated cyclopentenones and thiofunctionalized enones
  作者：Bianca F Bonini、Mauro Comes Franchini、Mariafrancesca Fochi、Germana Mazzanti、Alfredo Ricci

  DOI：10.1016/s0040-4020(97)00462-6

  日期：1997.6

  Cyclic and open chain a-silyl vinyl sulfides, obtained from thioacylsilanes, react with acid chlorides in the presence of Lewis acid to give thioannulated cyclopentenones and thiofunctionalized enones. The effect of the substituents at silicon on these reactions has been investigated. (C) 1997 Elsevier Science Ltd.
• Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfides
  作者：Bianca Flavia Bonini、Mauro Comes-Franchini、Mariafrancesca Fochi、Germana Mazzanti、Francesca Peri、Alfredo Ricci

  DOI：10.1039/p19960002803

  日期：——

  Aliphatic silyl thioketones containing an alpha-hydrogen atom undergo enethiolization to Z-alpha-silyl enethiols 2. Compounds 2 react with a variety of halides R(3)X to give open-chain alpha-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.