1-(4-ethylphenyl)sulfinyl-4-methylbenzene | 132260-90-3

• 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: 1-(4-ethylphenyl)sulfinyl-4-methylbenzene
• CAS: 132260-90-3
• 化学式: C₁₅H₁₆OS
• 分子量: 244.357
• InChiKey: SRILZHLHVXWJQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4-ethylphenyl)(4-methylphenyl) sulfide 在 bis(acetylacetonate)oxovanadium 、 双氧水 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以88.6%的产率得到1-(4-ethylphenyl)sulfinyl-4-methylbenzene
  参考文献：
  名称：

  钒催化 H2O2 选择性氧化硫化物为亚砜和砜

  摘要：

  摘要 开发了一种用 H 2 O 2以中等至良好产率将硫化物氧化成亚砜和砜的直接选择性方法。反应在室温下在2 mol% VO(acac) 2 的存在下进行。所有亚砜和砜均采用气相色谱法检测，2-甲基苄基4-甲基苯基砜、4-甲基苄基4-甲基苯基砜、2-溴苄基4-甲基苯基砜和4-叔丁基苄基苄基砜的分子结构由下式测定单晶 X 射线晶体学。

  DOI：

  10.1134/s1070428021050080

文献信息

• Reaction of simple arenes with FSO3H.cntdot.SbF5/SO2: one-pot synthesis of aromatic sulfoxides. Mechanistic aspects and synthetic utility
  作者：Kenneth Khosrow Laali、Devdatt S. Nagvekar

  DOI：10.1021/jo00005a037

  日期：1991.3

  In a simple one-pot reaction, mono-, di-, tri-, and polyalkylbenzenes, isomeric alkylhalobenzenes, and fluoro-, (trifluoromethyl)-, and 1,3,5-trifluorobenzene were converted to their corresponding diaryl sulfoxides with FSO3H.SbF5 (1:1) (magic acid)/SO2. Dependency of the yields on the acidity (H0) and the arene structure was demonstrated. Reduction of the formed sulfoxide was also observed as a minor pathway to give diaryl sulfide. The reduction is superacid-catalyzed, and protonated sulfoxides are the key intermediates en route to sulfides. Protonation of several functionalized diaryl sulfoxides was also studied in magic acid/SO2 under stable ion conditions. Unlike the parent diphenyl sulfoxide, which is S-protonated, alkyl-, fluoro-, and trifluoromethyl-substituted diaryl sulfoxides O-protonate to give long-lived sulfoxonium ions. The proposed mechanism for the arene/superacid/SO2 system involves sulfination of the arenium ions, O-protonation of the resulting sulfinic acid, dehydration of the oxonium ion ''ArSO+'' and arylation. In the absence of SO2, the fluorosulfonation, ionization, arylation path becomes dominant. The scope of the reaction is sufficiently broad to be synthetically useful. The methodology is also applicable to unsymmetrical (mixed) diaryl sulfoxides.
• LAALI, KENNETH KHOSROW;NAGVEKAR, DEVDATT S., J. ORG. CHEM., 56,(1991) N, C. 1867-1874
  作者：LAALI, KENNETH KHOSROW、NAGVEKAR, DEVDATT S.

  DOI：——

  日期：——