4-acetylphenyl 4-nitrobenzoate | 36718-67-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-acetylphenyl 4-nitrobenzoate
• 英文别名: p-Nitrobenzoesaeure-p-acetylphenylester；4-(4-Nitro-benzoyloxy)acetophenon；(4-acetylphenyl) 4-nitrobenzoate
• CAS: 36718-67-9
• 化学式: C₁₅H₁₁NO₅
• mdl: MFCD00411841
• 分子量: 285.256
• InChiKey: FGDYCHMZKTXMMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  哌啶 、 4-acetylphenyl 4-nitrobenzoate 以 水 、 二甲基亚砜 为溶剂， 生成 4-acetylphenoxide 、 1-(4-硝基苯甲酰)哌啶
  参考文献：
  名称：

  Aminolysis of Y-Substituted Phenyl X-Substituted Benzoates with Piperidine:  Effect of Nonleaving Group Substituent

  摘要：

  The title reaction has been suggested to proceed through a zwitterionic tetrahedral intermediate with a change in the rate determining step on the basis of the curved Bronsted-type plots obtained. The curvature center of the curved Bronsted-type plots is at pK(a) = 6.4 regardless of the electronic nature of the substituent X in the benzoyl moiety.

  DOI：

  10.1021/jo0606958
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 对羟基苯乙酮 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 4-acetylphenyl 4-nitrobenzoate
  参考文献：
  名称：

  Aminolysis of Y-Substituted Phenyl X-Substituted Benzoates with Piperidine:  Effect of Nonleaving Group Substituent

  摘要：

  The title reaction has been suggested to proceed through a zwitterionic tetrahedral intermediate with a change in the rate determining step on the basis of the curved Bronsted-type plots obtained. The curvature center of the curved Bronsted-type plots is at pK(a) = 6.4 regardless of the electronic nature of the substituent X in the benzoyl moiety.

  DOI：

  10.1021/jo0606958

文献信息

• Aminolysis of Y-Substituted Phenyl X-Substituted Benzoates with Piperidine:  Effect of Nonleaving Group Substituent
  作者：Ik-Hwan Um、Ji-Youn Lee、Seung-Hak Ko、Sun-Kun Bae

  DOI：10.1021/jo0606958

  日期：2006.7.1

  The title reaction has been suggested to proceed through a zwitterionic tetrahedral intermediate with a change in the rate determining step on the basis of the curved Bronsted-type plots obtained. The curvature center of the curved Bronsted-type plots is at pK(a) = 6.4 regardless of the electronic nature of the substituent X in the benzoyl moiety.