Ethyl <(Z)-(2-phenylvinyl)sulfanyl>acetate | 125065-60-3

• 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: Ethyl <(Z)-(2-phenylvinyl)sulfanyl>acetate
• 英文别名: ethyl styrylthioacetate；ethyl 2-[(Z)-2-phenylethenyl]sulfanylacetate
• CAS: 125065-60-3
• 化学式: C₁₂H₁₄O₂S
• 分子量: 222.308
• InChiKey: QDERFSCNLCVZIW-HJWRWDBZSA-N

物化性质

• 沸点：
  159-162 °C(Press: 4 Torr)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl <(Z)-(2-phenylvinyl)sulfanyl>acetate 在 氢氧化钾 作用下， 反应 1.0h， 以86%的产率得到(Z)-Styrylthioacetic acid
  参考文献：
  名称：

  Reddy, M. V. Ramana; Reddy, S.; Reddy, D. Bhaskar, Synthetic Communications, 1989, vol. 19, # 5and6, p. 1101 - 1108

  摘要：

  DOI：
• 作为产物：
  描述：

  (phenylacetyl)trimethylsilane 在 盐酸 、 硫化氢 、 potassium carbonate 、 cesium fluoride 作用下， 以 乙醚 、 二甲基亚砜 、 丙酮 为溶剂， 生成 Ethyl <(Z)-(2-phenylvinyl)sulfanyl>acetate
  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

• REDDY, M. V. RAMANA;REDDY, S.;REDDY, D. BHASKAR;RADMAVATHI, V., SYNTH. COMMUN., 19,(1989) N-6, C. 1101-1107
  作者：REDDY, M. V. RAMANA、REDDY, S.、REDDY, D. BHASKAR、RADMAVATHI, V.

  DOI：——

  日期：——
• Reddy, M. V. Ramana; Reddy, S.; Reddy, D. Bhaskar, Synthetic Communications, 1989, vol. 19, # 5and6, p. 1101 - 1108
  作者：Reddy, M. V. Ramana、Reddy, S.、Reddy, D. Bhaskar、Padmavathi, V.

  DOI：——

  日期：——
• 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.