2,3-epoxypropyl sulfone

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 2,3-epoxypropyl sulfone
• 英文别名: 2-(Oxiran-2-ylmethylsulfonylmethyl)oxirane
• 化学式: C₆H₁₀O₄S
• 分子量: 178.209
• InChiKey: ZLPDKCXBCNZLLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-epoxypropyl sulfone 在 水 作用下， 生成 3-(2,3-Dihydroxypropylsulfonyl)propane-1,2-diol
  参考文献：
  名称：

  Oxidation of Sulfur-Containing Compounds with HOF·CH₃CN

  摘要：

  The HOF . CH3CN complex, easily prepared by passing F-2 through aqueous acetonitrile, is an exceptionally efficient oxygen transfer agent. All types of sulfides have been oxidized to sulfones in excellent yields, in a few minutes at room temperature. The reaction proceeds through the formation of sulfoxides which at low temperatures of around -75 degrees C could be isolated in good yields. It was demonstrated through a reaction with thianthrene 5-oxide (20) that HOF . CH3CN is strongly electrophilic in nature. Sulfides with an electron-depleted sulfur atom such as perfluoroalkyl or aryl sulfides, which could not be well oxidized by any other method, were also efficiently converted to the corresponding sulfones in minutes. Thiophenes are generally hard to oxidize to the corresponding S-dioxides since the conditions required by the orthodox oxidants encourage consecutive typical ene and diene reactions. HOF . CH3CN requires;short reaction times and low temperatures, thus enabling the isolation of thiophene dioxides, some of which could not be made by any other way. It seems that apart from unprotected amines, other functional groups such as aromatic rings, ketones, hydroxyls, and ethers do not interfere, since the sulfur atom reacts considerably faster.

  DOI：

  10.1021/jo961862e
• 作为产物：
  描述：

  二烯丙基硫醚 在 HOF* CH₃CN 作用下， 以 氯仿 、 水 为溶剂， 反应 0.17h， 以70%的产率得到2,3-epoxypropyl sulfone
  参考文献：
  名称：

  Oxidation of Sulfur-Containing Compounds with HOF·CH₃CN

  摘要：

  The HOF . CH3CN complex, easily prepared by passing F-2 through aqueous acetonitrile, is an exceptionally efficient oxygen transfer agent. All types of sulfides have been oxidized to sulfones in excellent yields, in a few minutes at room temperature. The reaction proceeds through the formation of sulfoxides which at low temperatures of around -75 degrees C could be isolated in good yields. It was demonstrated through a reaction with thianthrene 5-oxide (20) that HOF . CH3CN is strongly electrophilic in nature. Sulfides with an electron-depleted sulfur atom such as perfluoroalkyl or aryl sulfides, which could not be well oxidized by any other method, were also efficiently converted to the corresponding sulfones in minutes. Thiophenes are generally hard to oxidize to the corresponding S-dioxides since the conditions required by the orthodox oxidants encourage consecutive typical ene and diene reactions. HOF . CH3CN requires;short reaction times and low temperatures, thus enabling the isolation of thiophene dioxides, some of which could not be made by any other way. It seems that apart from unprotected amines, other functional groups such as aromatic rings, ketones, hydroxyls, and ethers do not interfere, since the sulfur atom reacts considerably faster.

  DOI：

  10.1021/jo961862e

文献信息

• Antistatic film bases and photographic elements comprising said antistatic film bases
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0486982A1

  公开（公告）日：1992-05-27

  Polymeric film bases at least one side of which is coated with an antistatic layer comprising the reaction product of (a) a water-soluble, electrically conductive polymer containing carboxylic groups and (b) a polyfunctional epoxide crosslinking agent, and photographic elements comprising said film bases.

  聚合物膜基，其至少一面涂有抗静电层，抗静电层包括 (a) 含有羧基的水溶性导电聚合物和 (b) 多官能环氧化物交联剂的反应产物，以及由所述膜基组成的照相元件。
• Oxidation of Sulfur-Containing Compounds with HOF·CH₃CN
  作者：Shlomo Rozen、Yifat Bareket

  DOI：10.1021/jo961862e

  日期：1997.3.1

  The HOF . CH3CN complex, easily prepared by passing F-2 through aqueous acetonitrile, is an exceptionally efficient oxygen transfer agent. All types of sulfides have been oxidized to sulfones in excellent yields, in a few minutes at room temperature. The reaction proceeds through the formation of sulfoxides which at low temperatures of around -75 degrees C could be isolated in good yields. It was demonstrated through a reaction with thianthrene 5-oxide (20) that HOF . CH3CN is strongly electrophilic in nature. Sulfides with an electron-depleted sulfur atom such as perfluoroalkyl or aryl sulfides, which could not be well oxidized by any other method, were also efficiently converted to the corresponding sulfones in minutes. Thiophenes are generally hard to oxidize to the corresponding S-dioxides since the conditions required by the orthodox oxidants encourage consecutive typical ene and diene reactions. HOF . CH3CN requires;short reaction times and low temperatures, thus enabling the isolation of thiophene dioxides, some of which could not be made by any other way. It seems that apart from unprotected amines, other functional groups such as aromatic rings, ketones, hydroxyls, and ethers do not interfere, since the sulfur atom reacts considerably faster.