(Z)-2-phenyl-1-trimethylsilylethenenethiol | 185844-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2-phenyl-1-trimethylsilylethenenethiol
• 英文别名: (Z)-2-phenyl-1-trimethylsilylethenethiol
• CAS: 185844-35-3
• 化学式: C₁₁H₁₆SSi
• 分子量: 208.4
• InChiKey: VGYWXQKOFRLUGI-PKNBQFBNSA-N

物化性质

• 沸点：
  265.4±40.0 °C(Predicted)
• 密度：
  0.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-2-phenyl-1-trimethylsilylethenenethiol 在 Oxone 、 potassium carbonate 、 cesium fluoride 作用下， 以 甲醇 、 二甲基亚砜 、 丙酮 为溶剂， 反应 4.0h， 生成 [(Z)-2-甲基磺酰基乙烯基]苯
  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：

  (phenylacetyl)trimethylsilane 在 盐酸 、 硫化氢 作用下， 以 乙醚 为溶剂， 以95%的产率得到(Z)-2-phenyl-1-trimethylsilylethenenethiol
  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

• Enethiolizable Thioacylsilanes as Intermediates for the Synthesis of Thietanols, Thiolanols, and Thianols
  作者：Bianca F. Bonini、Mauro Comes Franchini、Mariafrancesca Fochi、Simone Mangini、Germana Mazzanti、Alfredo Ricci

  DOI：10.1002/1099-0690(200007)2000:13<2391::aid-ejoc2391>3.0.co;2-m

  日期：2000.7

  Thietanols, thiolanols, and thianols (tetrahydro-2H-thiopyran-3-ols) can be obtained by a fluoride-mediated cyclization of (Z)-alpha-silyl vinyl sulfides containing an omega-carbonyl function in the chain bonded to the sulfur.
• 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.