4-acetylphenyl methyl sulfoxide-¹⁸O | 1580465-36-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetylphenyl methyl sulfoxide-¹⁸O
• 英文别名: 1-(4-methylsulfinylphenyl)ethanone
• CAS: 1580465-36-6
• 化学式: C₉H₁₀O₂S
• 分子量: 184.244
• InChiKey: NTUFNCGULZBNCK-OZUIXNLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲硫基苯乙酮 在 palladium 10% on activated carbon 、 氢气 、 三氟乙酸 、 氧气-18O2 作用下， 反应 6.0h， 以91%的产率得到4-acetylphenyl methyl sulfoxide-¹⁸O
  参考文献：
  名称：

  钯在室温下碳催化的氢的轻度燃烧和定量燃烧

  摘要：

  AbstractA quantitative and gentle oxidation (combustion) of hydrogen in the presence of oxygen in a variety of solvents was achieved under palladium on carbon (Pd/C)‐catalyzed conditions at ordinary pressures and temperatures. A quantitative generation of water accountable for the consumed oxygen was observed. While hydrogen peroxide (H2O2), which would form as an intermediate, was extremely unstable under the Pd/C‐catalyzed conditions to be converted into water with accompanying oxygen generation, the stability of H2O2 was found to be increased in cold (0 °C) trifluoroacetic acid, and the formation of 64% H2O2 based on the consumed oxygen could be detected. A mechanistic elucidation study revealed that the single electron transfer and generation of the hydroxyl radical are involved in the gentle combustion process. The reactive oxygen species generated during the process was effectively utilized for the chemical oxidation of sulfides and phosphines to afford the corresponding sulfoxides and phosphine oxides, respectively.magnified image

  DOI：

  10.1002/adsc.201300710

文献信息

• Palladium on Carbon-Catalyzed Gentle and Quantitative Combustion of Hydrogen at Room Temperature
  作者：Yasunari Monguchi、Takashi Ida、Toshihide Maejima、Takayoshi Yanase、Yoshinari Sawama、Yasushi Sasai、Shin-ichi Kondo、Hironao Sajiki

  DOI：10.1002/adsc.201300710

  日期：2014.2.10

  AbstractA quantitative and gentle oxidation (combustion) of hydrogen in the presence of oxygen in a variety of solvents was achieved under palladium on carbon (Pd/C)‐catalyzed conditions at ordinary pressures and temperatures. A quantitative generation of water accountable for the consumed oxygen was observed. While hydrogen peroxide (H2O2), which would form as an intermediate, was extremely unstable under the Pd/C‐catalyzed conditions to be converted into water with accompanying oxygen generation, the stability of H2O2 was found to be increased in cold (0 °C) trifluoroacetic acid, and the formation of 64% H2O2 based on the consumed oxygen could be detected. A mechanistic elucidation study revealed that the single electron transfer and generation of the hydroxyl radical are involved in the gentle combustion process. The reactive oxygen species generated during the process was effectively utilized for the chemical oxidation of sulfides and phosphines to afford the corresponding sulfoxides and phosphine oxides, respectively.magnified image