3-methyl-2,6-dichloro-N-(4-chlorobenzoyl)-1,4-benzoquinone monoimine | 924830-99-9

• 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: 3-methyl-2,6-dichloro-N-(4-chlorobenzoyl)-1,4-benzoquinone monoimine
• 英文别名: 4-chloro-N-(3,5-dichloro-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide
• CAS: 924830-99-9
• 化学式: C₁₄H₈Cl₃NO₂
• 分子量: 328.582
• InChiKey: MBBPTSXSLHAACF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氨基-3-甲基苯酚 在 sodium acetate 、 lead(IV) tetraacetate 、 氯 、 溶剂黄146 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-methyl-2,6-dichloro-N-(4-chlorobenzoyl)-1,4-benzoquinone monoimine
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone monoimines and p-quinonemonooxime ethers: XII. Halogenation of N-aroyl-2(3)-methyl-1,4-benzoquinone monoimines and their reduced forms

  摘要：

  A strong acceptor substituent at the nitrogen atom of the N-substituted p-quinone monoimine decreases the stability of the halogen-containing cyclohexene structures formed at the addition of a halogen molecule to the C=C bond of the quinoid ring. As a result of the bromination of N-benzoyl-2-methyl-1,4-benzoquinone monoimine alongside the usual products of addition and substitution the 5-benzoyloxy-2,3,6-tribromo-6-methylcyclohex-2ene-1,4-dione was isolated.

  DOI：

  10.1134/s1070428010110035

文献信息

• Halogenation of N-substituted p-quinone monoimines and p-quinonemonooxime ethers: XII. Halogenation of N-aroyl-2(3)-methyl-1,4-benzoquinone monoimines and their reduced forms
  作者：A. P. Avdeenko、S. A. Konovalova、O. N. Ludchenko

  DOI：10.1134/s1070428010110035

  日期：2010.11

  A strong acceptor substituent at the nitrogen atom of the N-substituted p-quinone monoimine decreases the stability of the halogen-containing cyclohexene structures formed at the addition of a halogen molecule to the C=C bond of the quinoid ring. As a result of the bromination of N-benzoyl-2-methyl-1,4-benzoquinone monoimine alongside the usual products of addition and substitution the 5-benzoyloxy-2,3,6-tribromo-6-methylcyclohex-2ene-1,4-dione was isolated.