1,1-dimethyl-2-phenylethyl phenyl sulfoxide | 187862-40-4

• 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: 1,1-dimethyl-2-phenylethyl phenyl sulfoxide
• 英文别名: [2-(Benzenesulfinyl)-2-methylpropyl]benzene
• CAS: 187862-40-4
• 化学式: C₁₆H₁₈OS
• 分子量: 258.384
• InChiKey: XUTTXKHCOIDCHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  418.5±24.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-2-phenylethyl phenyl sulfoxide 以 叔丁醇 为溶剂， 以41%的产率得到
  参考文献：
  名称：

  Photolysis of Alkyl Aryl Sulfoxides:  α-Cleavage, Hydrogen Abstraction, and Racemization¹

  摘要：

  The photochemistry of a series of alkyl aryl sulfoxides is described. The initial event of the photolysis process is homolytic cleavage to form sulfinyl/alkyl radical pairs. The radical pair partitions between recombination to starting material, formation of sulfenic esters, disproportionation to an olefin and benzenesulfenic acid, and formation of typical radical escape products. The quantum yield for conversion depends on the structure or the reactivity of the alkyl radical, with the sequence benzyl > tertiary alkyl > secondary alkyl > primary alkyl > (di)aryl. The high racemization efficiency of some aryl primary-alkyl sulfoxides suggests that another nonradical pathway for the photoracemization process may exist. Product analysis does not support any hydrogen abstraction pathways.

  DOI：

  10.1021/jo961775m
• 作为产物：
  描述：

  二甲基苄基原醇 在 硫酸 、 尿素 作用下， 以 水 为溶剂， 反应 4.0h， 生成 1,1-dimethyl-2-phenylethyl phenyl sulfoxide
  参考文献：
  名称：

  Photolysis of Alkyl Aryl Sulfoxides:  α-Cleavage, Hydrogen Abstraction, and Racemization¹

  摘要：

  The photochemistry of a series of alkyl aryl sulfoxides is described. The initial event of the photolysis process is homolytic cleavage to form sulfinyl/alkyl radical pairs. The radical pair partitions between recombination to starting material, formation of sulfenic esters, disproportionation to an olefin and benzenesulfenic acid, and formation of typical radical escape products. The quantum yield for conversion depends on the structure or the reactivity of the alkyl radical, with the sequence benzyl > tertiary alkyl > secondary alkyl > primary alkyl > (di)aryl. The high racemization efficiency of some aryl primary-alkyl sulfoxides suggests that another nonradical pathway for the photoracemization process may exist. Product analysis does not support any hydrogen abstraction pathways.

  DOI：

  10.1021/jo961775m

文献信息

• Photolysis of Alkyl Aryl Sulfoxides:  α-Cleavage, Hydrogen Abstraction, and Racemization¹
  作者：Yushen Guo、William S. Jenks

  DOI：10.1021/jo961775m

  日期：1997.2.1

  The photochemistry of a series of alkyl aryl sulfoxides is described. The initial event of the photolysis process is homolytic cleavage to form sulfinyl/alkyl radical pairs. The radical pair partitions between recombination to starting material, formation of sulfenic esters, disproportionation to an olefin and benzenesulfenic acid, and formation of typical radical escape products. The quantum yield for conversion depends on the structure or the reactivity of the alkyl radical, with the sequence benzyl > tertiary alkyl > secondary alkyl > primary alkyl > (di)aryl. The high racemization efficiency of some aryl primary-alkyl sulfoxides suggests that another nonradical pathway for the photoracemization process may exist. Product analysis does not support any hydrogen abstraction pathways.