N-p-tolylsulfonyl-6-bromo-3-methyl-1,4-benzoquinone imine | 326005-04-3

• 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: N-p-tolylsulfonyl-6-bromo-3-methyl-1,4-benzoquinone imine
• 英文别名: N-(5-bromo-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzenesulfonamide
• CAS: 326005-04-3
• 化学式: C₁₄H₁₂BrNO₃S
• mdl: MFCD02366660
• 分子量: 354.224
• InChiKey: MVHIKDNMJUQHPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-p-tolylsulfonyl-6-bromo-3-methyl-1,4-benzoquinone imine 在 lead(IV) acetate 、 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 N-p-tolylsulfonyl-2,6-dibromo-3-methyl-1,4-benzoquinone imine
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines

  摘要：

  The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. Z-E Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-benzoquinone imines. The halogenation of N-arylsulfonyl-1,4-benzoquinone imines was found to be accompanied by prototropic rearrangement.

  DOI：

  10.1134/s1070428006030031
• 作为产物：
  描述：

  N-p-tolylsulfonyl-3-methyl-1,4-benzoquinone imine 在 lead(IV) acetate 、 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 N-p-tolylsulfonyl-6-bromo-3-methyl-1,4-benzoquinone imine
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2(3)-methyl(2-chloro)-1,4-benzoquinone monoimines

  摘要：

  The addition of halogens to N-arylsulfonyl-1,4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. Z-E Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1,4-benzoquinone imines. The halogenation of N-arylsulfonyl-1,4-benzoquinone imines was found to be accompanied by prototropic rearrangement.

  DOI：

  10.1134/s1070428006030031