N-(1-isopropoxy-2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)-2-(4-methylphenyl)acetamide | 1422537-78-7

• 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-(1-isopropoxy-2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)-2-(4-methylphenyl)acetamide
• 英文别名: N-(2,6-dimethyl-4-oxo-1-propan-2-yloxycyclohexa-2,5-dien-1-yl)-2-(4-methylphenyl)acetamide
• CAS: 1422537-78-7
• 化学式: C₂₀H₂₅NO₃
• 分子量: 327.423
• InChiKey: OORFSBNDWQOUQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(4-hydroxy-2,6-dimethylphenyl)-2-(4-methylphenyl)acetamide 在 lead(IV) tetraacetate 、 溶剂黄146 作用下， 生成 N-(1-isopropoxy-2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-yl)-2-(4-methylphenyl)acetamide
  参考文献：
  名称：

  Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIV. Reaction of some 3,5-dimethyl-1,4-benzoquinone monoimines with alcohols

  摘要：

  Steric strain in the C=N-C fragment in 3,5-disubstituted N-acyl-1,4-benzoquinone monoimines, unlike their N-arylsulfonyl analogs, leads to increase of the C=N-C angle above 130A degrees or twisting of the double C=N bond and loss of planarity of the quinoid ring. This structural transformation enhances the reactivity of the C=N bond so that 1,2-addition of alcohols becomes possible with formation of sterically unstrained cyclohexadienone structure with sp (3)-hybridized C-4 carbon atom. DOI: 10.1134/S1070428013010107

  DOI：

  10.1134/s1070428013010107

文献信息

• Activated sterically strained C=N bond in N-substituted p-quinone mono- and diimines: XIV. Reaction of some 3,5-dimethyl-1,4-benzoquinone monoimines with alcohols
  作者：A. P. Avdeenko、S. A. Konovalova、V. M. Vasil’eva、G. V. Palamarchuk、V. N. Baumer、O. V. Shishkin

  DOI：10.1134/s1070428013010107

  日期：2013.1

  Steric strain in the C=N-C fragment in 3,5-disubstituted N-acyl-1,4-benzoquinone monoimines, unlike their N-arylsulfonyl analogs, leads to increase of the C=N-C angle above 130A degrees or twisting of the double C=N bond and loss of planarity of the quinoid ring. This structural transformation enhances the reactivity of the C=N bond so that 1,2-addition of alcohols becomes possible with formation of sterically unstrained cyclohexadienone structure with sp (3)-hybridized C-4 carbon atom. DOI: 10.1134/S1070428013010107