N-(3-chloro-5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide | 924831-31-2

• 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-(3-chloro-5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide
• 英文别名: N-(3-chloro-5-isopropyl-2-methyl-4-oxocyclo-hexa-2,5-dien-1-ylidene)-4-methylbenzamide；N-(3-chloro-2-methyl-4-oxo-5-propan-2-ylcyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide
• CAS: 924831-31-2
• 化学式: C₁₈H₁₈ClNO₂
• 分子量: 315.799
• InChiKey: HVARNDFEYIXJRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 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-(3-chloro-5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide 在 氯 作用下， 生成 4-methyl-N-(3,5,6-trichloro-5-isopropyl-2-methyl-4-oxocyclohex-2-en-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-(5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide 在 氯 作用下， 以 溶剂黄146 为溶剂， 以61%的产率得到N-(3-chloro-5-isopropyl-2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzamide
  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

文献信息

• Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime ethers: XIII. Specificity of bromination of N-Acetyl(aroyl)-1,4-benzoquinone monoimines
  作者：A. P. Avdeenko、S. A. Konovalova、O. P. Ledeneva、O. N. Ludchenko、G. V. Palamarchuk、R. I. Zubatyuk、O. V. Shishkin

  DOI：10.1134/s1070428011100101

  日期：2011.10

  6-Hydroxy-2-methyl(aryl)-1,3-benzoxazoles were synthesized by bromination of N-acetyl(aroyl)-1,4-benzoquinone monoimines.

  通过溴化N-乙酰基（芳酰基）-1,4-苯醌单亚胺合成6-羟基-2-甲基（芳基）-1,3-苯并恶唑。
• 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
  作者：A. P. Avdeenko、S. A. Konovalova、O. N. Ludchenko

  DOI：10.1134/s1070428009120094

  日期：2009.12

  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.