2-ethylsulfanyl-2-methylcyclohexanone | 84354-00-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-ethylsulfanyl-2-methylcyclohexanone
• 英文别名: 2-Ethylsulfanyl-2-methylcyclohexan-1-one
• CAS: 84354-00-7
• 化学式: C₉H₁₆OS
• 分子量: 172.291
• InChiKey: GRAHFCIZOOLUCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethylsulfanyl-2-methylcyclohexanone 在 碳酸氢钠 、 tris-(4-bromophenyl)aminium hexachloroantimonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-甲基环己酮
  参考文献：
  名称：

  Chemical Oxidation Studies of β-Hydroxy-sulfides withtris(4-Bromophenyl)aminium Hexachloroantimonate: Diastereoselective Sulfoxide Obtaining and Pinacol-Type Rearrangement

  摘要：

  The chemical oxidation of some beta-hydroxy-sulfides in the presence of tris(4-bromo-phenyl)aminium hexachloroantimonate (TBPA) is reported. The oxidation of 2-ethylsulfanyl-cyclohexan-1-ol (cis- and trans-) resulted the corresponding sulfoxides with good diastereoselectivity (d.e.; approximate to50%) and for 2-methyl-2-ethylsulfanyl-cyclohexan-1-ol and 2-ethylsulfanyl-1,2-diphenyl-ethanol, the corresponding nonsulfanylated ketones (61-75%) and ethyl ethanethiolsulfonate (51-65%) were obtained via oxidative cleavage and pinacol-type rearrangement.

  DOI：

  10.1081/scc-120018767
• 作为产物：
  描述：

  2-氯-2-甲基环己酮 、 alkaline earth salt of/the/ methylsulfuric acid 以73%的产率得到2-ethylsulfanyl-2-methylcyclohexanone
  参考文献：
  名称：

  Chemical Oxidation Studies of β-Hydroxy-sulfides withtris(4-Bromophenyl)aminium Hexachloroantimonate: Diastereoselective Sulfoxide Obtaining and Pinacol-Type Rearrangement

  摘要：

  The chemical oxidation of some beta-hydroxy-sulfides in the presence of tris(4-bromo-phenyl)aminium hexachloroantimonate (TBPA) is reported. The oxidation of 2-ethylsulfanyl-cyclohexan-1-ol (cis- and trans-) resulted the corresponding sulfoxides with good diastereoselectivity (d.e.; approximate to50%) and for 2-methyl-2-ethylsulfanyl-cyclohexan-1-ol and 2-ethylsulfanyl-1,2-diphenyl-ethanol, the corresponding nonsulfanylated ketones (61-75%) and ethyl ethanethiolsulfonate (51-65%) were obtained via oxidative cleavage and pinacol-type rearrangement.

  DOI：

  10.1081/scc-120018767