3-hydroxypropyl p-tolyl sulfone | 87943-27-9

• 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: 3-hydroxypropyl p-tolyl sulfone
• 英文别名: 3-(4-Methylbenzene-1-sulfinyl)propan-1-ol；3-(4-methylphenyl)sulfinylpropan-1-ol
• CAS: 87943-27-9
• 化学式: C₁₀H₁₄O₂S
• 分子量: 198.286
• InChiKey: FDTQHWPGDMVMPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-[(4-methylphenyl)sulfanyl]-1-propanol 在 双氧水 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 18.0h， 生成 3-hydroxypropyl p-tolyl sulfone
  参考文献：
  名称：

  McCormick, Joan E.; McElhinney, R. Stanley, Journal of Chemical Research, Miniprint, 1983, # 7, p. 1736 - 1800

  摘要：

  DOI：

文献信息

• Remote participation during photooxidation at sulfur. Evidence for sulfurane intermediates
  作者：E. L. Clennan、Kang Yang

  DOI：10.1021/jo00042a031

  日期：1992.7

  The photooxidations of geminally substituted gamma-hydroxy sulfides results in formation of unusual oxidative elimination products. Detailed spectral data and the independent synthesis of a close analogue provide compelling evidence for the structures of these olefins. The formation of the olefins is attributed to decomposition of sulfurane intermediates. This conclusion is supported by a detailed kinetic study which separated the chemical, k(r), and physical, k(q), components to the overall deactivation of singlet oxygen. Those sulfides with the best geometry for sulfide-hydroxyl interaction are also the substrates which react most rapidly with singlet oxygen to give oxidation products. In addition, sulfone yields are in excess of 50% for the hydroxy-substituted sulfides but less than 5% for their hydrocarbon analogues. Several mechanisms that provide explanations for these unusually high sulfone yields are presented.
• The remarkable effect of methanol on sulfide photooxidations. Evidence for its dual reactivity.
  作者：Edward L. Clennan、Kang Yang

  DOI：10.1016/s0040-4039(00)60755-4

  日期：1993.3

  The addition of small amounts of methanol to photooxidation mixtures of sulfides dramatically enhances sulfone in preference to sulfoxide formation. High concentrations of methanol on the other hand have the opposite effect of promoting sulfoxide in preference to sulfone formation.
• McCormick, Joan E.; McElhinney, R. Stanley, Journal of Chemical Research, Miniprint, 1983, # 7, p. 1736 - 1800
  作者：McCormick, Joan E.、McElhinney, R. Stanley

  DOI：——

  日期：——