5-hydroxypentyl p-tolyl sulfone | 142004-70-4

• 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: 5-hydroxypentyl p-tolyl sulfone
• 英文别名: 5-tosylpentan-1-ol；5-(4-Methylphenyl)sulfonylpentan-1-ol
• CAS: 142004-70-4
• 化学式: C₁₂H₁₈O₃S
• 分子量: 242.339
• InChiKey: INRUQCUSKOUYRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-hydroxypentyl p-tolyl sulfide 在 氧气 、 rose bengal 作用下， 以 丙酮 为溶剂， 以21%的产率得到5-hydroxypentyl p-tolyl sulfone
  参考文献：
  名称：

  Remote participation during photooxidation at sulfur. Evidence for sulfurane intermediates

  摘要：

  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.

  DOI：

  10.1021/jo00042a031

文献信息

• Visible light-initiated manganese-catalyzed hydrosulfonylation of alkenes
  作者：Chun-Min Li、Xin-Xin Dong、Zhe Wang、Bo Zhang

  DOI：10.1039/d3gc00712j

  日期：——

  A visible light-initiated manganese-catalyzed radical hydrosulfonylation of a wide range of structurally diverse alkenes using commercially available and relatively cheap sulfonyl chlorides as sulfonyl radical sources is described.

  本研究描述了一种可见光引发的锰催化自由基氢化磺酰化反应，该反应使用市场上可买到的相对便宜的磺酰氯作为磺酰基源，可反应多种结构不同的烯烃。