N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide | 321940-86-7

• 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-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide
• CAS: 321940-86-7
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: WIEOHLQNVMYFLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide 在 氯 作用下， 以 溶剂黄146 为溶剂， 以87%的产率得到N-(3-chloro-2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide
  参考文献：
  名称：

  Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: X. Halogenation of N-aroyl-2,5(2,3)-dialkyl-1,4-benzoquinone monoimines and their reduction products

  摘要：

  Introduction of a strong electron-withdrawing substituent to the nitrogen atom of 2,5(2,3)-dialkyl-1,4-benzoquinone imines makes their halogenation products, the corresponding cyclohexene derivatives, very unstable and favors halogenation of methyl groups in the quinoid ring. Bromination of 4-amino-N-aroyl-2,5-dialkyl-6-bromophenols gave 2,5-dialkyl-6-benzoyloxy-3,5-dibromocyclohex-2-ene-1,4-diones.

  DOI：

  10.1134/s1070428009120094
• 作为产物：
  描述：

  N-(4-hydroxy-2,5-dimethylphenyl)benzamide 在 lead(IV) tetraacetate 作用下， 以 溶剂黄146 为溶剂， 生成 N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzamide
  参考文献：
  名称：

  Reaction of N-substituted 2,5-dialkyl-1,4-benzoquinone imines with arenesulfinic acids

  摘要：

  Reactions of N-aroyl-, N-arylsulfonyl-, and N-(N-arylsulfonylbenzimidoyl)-2,5-dialkyl-1,4-benzoquinone imines with sodium arenesulfinates in acetic acid gave the corresponding 1,4-, 6,1-, and 1,6-addition products. Variation of the size and donor power of substituents in positions 2 and 5 of the quinoid ring almost does not affect the ratio of the addition products, which is determined mainly by the nature of substituent on the nitrogen atom.

  DOI：

  10.1134/s1070428009030063