二(2-乙酰基巯基乙基)砜 | 17096-46-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 中文名称: 二(2-乙酰基巯基乙基)砜
• 英文名称: Bis(2-acetylmercaptoethyl) sulfone
• 英文别名: S-[2-(2-acetylsulfanylethylsulfonyl)ethyl] ethanethioate
• CAS: 17096-46-7
• 化学式: C₈H₁₄O₄S₃
• 分子量: 270.395
• InChiKey: LDRPLQMZIDPXAM-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83°C
• 溶解度：
  可溶于丙酮、热己烷

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二(2-乙酰基巯基乙基)砜 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以90%的产率得到2,2'-磺酰基二乙硫醇
  参考文献：
  名称：

  Synthesis of dithiols as reducing agents for disulfides in neutral aqueous solution and comparison of reduction potentials

  摘要：

  Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution. The reduction potential of these dithiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a H-1 NMR assay. The values of pK(a) of some of the dithiols were measured to estimate their rate of reduction of disulfides. Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.

  DOI：

  10.1021/jo00055a015
• 作为产物：
  描述：

  二乙烯基砜 、 硫代乙酸 在 苄基三甲基氢氧化铵 作用下， 生成 二(2-乙酰基巯基乙基)砜
  参考文献：
  名称：

  Prilezhaeva,E.N.; Shapiro,E.S., Doklady Chemistry, 1967, vol. 174, p. 579 - 582

  摘要：

  DOI：

文献信息

• Synthesis of dithiols as reducing agents for disulfides in neutral aqueous solution and comparison of reduction potentials
  作者：Guy V. Lamoureux、George M. Whitesides

  DOI：10.1021/jo00055a015

  日期：1993.1

  Several dithiols have been prepared that are useful for the reduction of disulfides in aqueous solution. The reduction potential of these dithiols have been determined from the measurement of the equilibrium constant of thiol/disulfide interchange with oxidized dithiothreitol using a H-1 NMR assay. The values of pK(a) of some of the dithiols were measured to estimate their rate of reduction of disulfides. Bis(2-mercaptoethyl) sulfone (2), N,N'-dimethyl-N,N'-bis(mercaptoacetyl)hydrazine (5), and meso-2,5-dimercapto-N,N,N',N'-tetramethyladipamide (6) are especially interesting as alternatives to dithiothreitol for the reduction of disulfides.
• Prilezhaeva,E.N.; Shapiro,E.S., Doklady Chemistry, 1967, vol. 174, p. 579 - 582
  作者：Prilezhaeva,E.N.、Shapiro,E.S.

  DOI：——

  日期：——