N-((4-methylbenzoyl)oxy)-N-phenylacetamide | 1309926-77-9

• 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-((4-methylbenzoyl)oxy)-N-phenylacetamide
• 英文别名: O-(4-methylbenzoyl)-N-phenyl-acetohydroxamic acid；(N-acetylanilino) 4-methylbenzoate
• CAS: 1309926-77-9
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: YSWUFIRLNCSPIK-UHFFFAOYSA-N

物化性质

• 熔点：
  53-55 °C (polymorph)
• 沸点：
  394.5±35.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((4-methylbenzoyl)oxy)-N-phenylacetamide 在 水 作用下， 以 甲醇 为溶剂， 反应 0.83h， 以65%的产率得到对甲基苯甲酸
  参考文献：
  名称：

  Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

  摘要：

  Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (>= 254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.049
• 作为产物：
  描述：

  苯基羟胺 在 碳酸氢钠 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.08h， 生成 N-((4-methylbenzoyl)oxy)-N-phenylacetamide
  参考文献：
  名称：

  Photoacid generators (PAGs) based on N-acyl-N-phenylhydroxylamines for carboxylic and sulfonic acids

  摘要：

  Simple and efficient photoacid generators (PAGs) for carboxylic and sulfonic acids based on N-acyl-N-phenylhydroxylamines have been demonstrated. Irradiation of o-carboxylates and thermally rearranged o-arenesulfonates of N-acyl-N-phenylhydroxylamines using UV light (>= 254 nm) in aqueous methanolic solution resulted in efficient generation of carboxylic and sulfonic acids, respectively. The carboxylic acid generation ability of N-acyl-N-phenylhydroxylamines was found to be dependent on their N-acyl substituents. Further, polymer bearing o-arenesulfonates of N-acyl-N-phenylhydroxylamine was synthesized and demonstrated as PAG for sulfonic acids. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.049

文献信息

• NHC-Catalyzed <i>O</i>-Selective Addition of Nitrosoarenes with Aldehydes
  作者：Gang Wang、Xia Chen、Yi Zhang、Weijun Yao、Cheng Ma

  DOI：10.1021/ol4012458

  日期：2013.6.21

  An NHC-catalyzed O-selective addition of nitrosoarenes with aldehydes probably upon a dual-activation mode was developed, generating a variety of O-acyl hydroxylamines without any detectable competing amidation byproducts.