N-(2,3-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylprop-2-enamide | 321941-33-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-(2,3-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylprop-2-enamide
• CAS: 321941-33-7
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: VRONTPIEHLHKMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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-(2,3-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylprop-2-enamide 、 sodium 4-methylbenzenesulfinate 以 溶剂黄146 为溶剂， 以96%的产率得到N-[4-hydroxy-2,3-dimethyl-5-(4-methylbenzenesulfonyl)phenyl]-3-phenylprop-2-enamide
  参考文献：
  名称：

  Reaction of N-[aryl(benzylidene, phenoxy)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinate

  摘要：

  The reaction of N-[aryl(phenoxy, benzylidene)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinates takes different addition patterns, depending on the LUMO energy and charge distribution over the quinoid ring of the initial quinone imine.

  DOI：

  10.1134/s1070428014100054
• 作为产物：
  描述：

  N-(4-hydroxy-2,3-dimethylphenyl)cinnamamide 在 lead(IV) tetraacetate 作用下， 以 溶剂黄146 为溶剂， 生成 N-(2,3-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-3-phenylprop-2-enamide
  参考文献：
  名称：

  Reaction of N-[aryl(benzylidene, phenoxy)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinate

  摘要：

  The reaction of N-[aryl(phenoxy, benzylidene)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinates takes different addition patterns, depending on the LUMO energy and charge distribution over the quinoid ring of the initial quinone imine.

  DOI：

  10.1134/s1070428014100054

文献信息

• Thiocyanation of N-[phenyl(benzylidene, phenoxy)acetyl]-substituted 1,4-benzoquinone monoimines
  作者：S. A. Konovalova、A. P. Avdeenko、V. M. Vasil’eva、S. A. Goncharova

  DOI：10.1134/s1070428014110220

  日期：2014.11

  Thiocyanation of N-[aryl(phenoxy, benzylidene)acetyl]-substituted 1,4-benzoquinone monoimines afforded benzo[d][1,3]oxathiol-2-ones and benzo[d]oxazole-2(3H)-thiones. The direction of the reaction is governed by the energy of the intermediate species forming on the addition of the thiocyanate anion by the nitrogen atom under the charge control or by the sulfur atom under the orbital control.
• Reaction of N-phenyl(benzylidene, phenoxy)acetyl-1,4-benzoquinone imines with sodium azide
  作者：S. A. Konovalova、A. P. Avdeenko、V. M. Vasil’eva、S. A. Goncharova

  DOI：10.1134/s1070428014030087

  日期：2014.3

  N-Phenyl(benzylidene, phenoxy)acetyl-1,4-benzoquinone imines reacted with sodium azide to give the corresponding 1,4-addition products, N-(4-hydroxyphenyl) carboxamides. Quantum chemical calculations showed that the initial step in the examined reaction is addition of azide ion to neutral quinone imine molecule.
• Reaction of N-[aryl(benzylidene, phenoxy)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinate
  作者：S. A. Konovalova、A. P. Avdeenko、V. M. Vasil’eva、A. L. Yusina

  DOI：10.1134/s1070428014100054

  日期：2014.10

  The reaction of N-[aryl(phenoxy, benzylidene)acetyl]-1,4-benzoquinone imines with sodium 4-methylbenzenesulfinates takes different addition patterns, depending on the LUMO energy and charge distribution over the quinoid ring of the initial quinone imine.