(E)-phenyl (p-tolylhydrazono)methyl ketone | 29582-13-6

• 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: (E)-phenyl (p-tolylhydrazono)methyl ketone
• 英文别名: anti-Phenylglyoxal-2-p-tolylhydrazon；(2E)-2-[(4-methylphenyl)hydrazinylidene]-1-phenylethanone
• CAS: 29582-13-6
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: PWARTPKGVNJPIU-LFIBNONCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.46
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-phenyl (p-tolylhydrazono)methyl ketone 、 碘甲烷 以 二甲基亚砜 为溶剂， 生成 (E)-(N-methyl-N-p-tolylhydrazono)methyl phenyl ketone
  参考文献：
  名称：

  An easy access to 2-oxohydrazones via electrophilic α-p-tolylhydrazonylation of ketone enolates with tert-butyl p-tolylazo sulfide

  摘要：

  The title reaction conveniently furnishes, as the sole or main products, alpha-(p-tolylhydrazono)ketones or their N-methylderivatives (H+ or Mel quenching of the final mixture, respectively). Although the method fails with ketones having a secondary alkyl group bonded to the carbonyl, yields are otherwise more than satisfactory and particular interest is attached to the hydrazonylation of the methyl group in methyl ketones.

  DOI：

  10.1016/s0040-4020(01)89426-6
• 作为产物：
  描述：

  (Z)-(4-methylphenyl)azo tert-butyl sulfide 、 苯乙酮 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以96%的产率得到(E)-phenyl (p-tolylhydrazono)methyl ketone
  参考文献：
  名称：

  An easy access to 2-oxohydrazones via electrophilic α-p-tolylhydrazonylation of ketone enolates with tert-butyl p-tolylazo sulfide

  摘要：

  The title reaction conveniently furnishes, as the sole or main products, alpha-(p-tolylhydrazono)ketones or their N-methylderivatives (H+ or Mel quenching of the final mixture, respectively). Although the method fails with ketones having a secondary alkyl group bonded to the carbonyl, yields are otherwise more than satisfactory and particular interest is attached to the hydrazonylation of the methyl group in methyl ketones.

  DOI：

  10.1016/s0040-4020(01)89426-6