1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene | 389574-97-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene
• 英文别名: 1,4-Cyclohexadiene, 1-(difluoromethyl)-4,5-dimethyl-2-(propylsulfonyl)-；1-(difluoromethyl)-4,5-dimethyl-2-propylsulfonylcyclohexa-1,4-diene
• CAS: 389574-97-4
• 化学式: C₁₂H₁₈F₂O₂S
• 分子量: 264.337
• InChiKey: WXJQBSXOWKYTBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以85%的产率得到1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)benzene
  参考文献：
  名称：

  1-(Alkylsulfinyl- and -alkylsulfonyl)-2-(F-alkyl)ethynes − Applications in Cycloaddition Reactions and Synthesis of Aromatic Derivatives

  摘要：

  Syntheses and cycloaddition reactions of 1-(alkylsulfinyl-and -alkylsulfonyl)-2-(F-alkyl)ethynes are described, These alkynes are strong dienophiles and produce the corresponding F-alkylated sulfinyl- and sulfonylbenzenes in two high-yielding steps. When treated under basic conditions, the (F-alkyl)cyclohexadienyl adducts were converted into a mixture of the same aromatic compounds and the corresponding alpha -defluorinated derivatives, by way of a competitive oxidation/(HF) elimination on the deprotonated intermediates.

  DOI：

  10.1002/1099-0690(200110)2001:19<3625::aid-ejoc3625>3.0.co;2-n
• 作为产物：
  描述：

  3,3-Difluoro-1-propylsulfanyl-propyne 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.5h， 生成 1-difluoromethyl-4,5-dimethyl-2-(propylsulfonyl)cyclohexa-1,4-diene
  参考文献：
  名称：

  1-(Alkylsulfinyl- and -alkylsulfonyl)-2-(F-alkyl)ethynes − Applications in Cycloaddition Reactions and Synthesis of Aromatic Derivatives

  摘要：

  Syntheses and cycloaddition reactions of 1-(alkylsulfinyl-and -alkylsulfonyl)-2-(F-alkyl)ethynes are described, These alkynes are strong dienophiles and produce the corresponding F-alkylated sulfinyl- and sulfonylbenzenes in two high-yielding steps. When treated under basic conditions, the (F-alkyl)cyclohexadienyl adducts were converted into a mixture of the same aromatic compounds and the corresponding alpha -defluorinated derivatives, by way of a competitive oxidation/(HF) elimination on the deprotonated intermediates.

  DOI：

  10.1002/1099-0690(200110)2001:19<3625::aid-ejoc3625>3.0.co;2-n

文献信息

• 1-(Alkylsulfinyl- and -alkylsulfonyl)-2-(F-alkyl)ethynes − Applications in Cycloaddition Reactions and Synthesis of Aromatic Derivatives
  作者：Jean-Philippe Bouillon、Rostyslav Musyanovich、Charles Portella、Yuriy Shermolovich

  DOI：10.1002/1099-0690(200110)2001:19<3625::aid-ejoc3625>3.0.co;2-n

  日期：2001.10

  Syntheses and cycloaddition reactions of 1-(alkylsulfinyl-and -alkylsulfonyl)-2-(F-alkyl)ethynes are described, These alkynes are strong dienophiles and produce the corresponding F-alkylated sulfinyl- and sulfonylbenzenes in two high-yielding steps. When treated under basic conditions, the (F-alkyl)cyclohexadienyl adducts were converted into a mixture of the same aromatic compounds and the corresponding alpha -defluorinated derivatives, by way of a competitive oxidation/(HF) elimination on the deprotonated intermediates.