4-amino-2-methyl-N-(4-bromobenzoyl)phenol | 312519-89-4

• 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: 4-amino-2-methyl-N-(4-bromobenzoyl)phenol
• 英文别名: 4-bromo-N-(4-hydroxy-3-methylphenyl)benzamide
• CAS: 312519-89-4
• 化学式: C₁₄H₁₂BrNO₂
• mdl: MFCD00726445
• 分子量: 306.159
• InChiKey: SFSIMNVEECZLQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-amino-2-methyl-N-(4-bromobenzoyl)phenol 在 盐酸 、 silver(l) oxide 作用下， 以 氯仿 为溶剂， 反应 1.33h， 生成 N-(4-bromobenzoyl)-2-methyl-6-chloro-1,4-benzoquinone monoimine
  参考文献：
  名称：

  Hydrohalogenation of N-acetyl(aroyl)-1,4-benzoquinone monoimines

  摘要：

  New N-acetyl-1,4-benzoquinone monoimines alkyl-substituted in the quinoid ring were synthesized. The hydrohalogenation of N-acetyl(aroyl)-1,4-benzoquinone monoimines proceeds exclusively in keeping with the 1,4-addition. The hydrochlorination occurs along the ionic mechanism, in the hydrobromination grows the role of the radical mechanism.

  DOI：

  10.1134/s1070428011020102

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.
• Hydrohalogenation of N-acetyl(aroyl)-1,4-benzoquinone monoimines
  作者：A. P. Avdeenko、S. A. Konovalova、O. N. Ludchenko、O. P. Ledeneva、A. V. Vakulenko

  DOI：10.1134/s1070428011020102

  日期：2011.2

  New N-acetyl-1,4-benzoquinone monoimines alkyl-substituted in the quinoid ring were synthesized. The hydrohalogenation of N-acetyl(aroyl)-1,4-benzoquinone monoimines proceeds exclusively in keeping with the 1,4-addition. The hydrochlorination occurs along the ionic mechanism, in the hydrobromination grows the role of the radical mechanism.