[(5-苯基吡啶-2-基)氨基]乙酸酯 | 124392-12-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: [(5-苯基吡啶-2-基)氨基]乙酸酯
• 中文别名: 1-{[(5-苯基吡啶-2-基)氨基]氧代}乙酮
• 英文名称: O-acetyl-N-(5-phenyl-2-pyridyl)hydroxylamine
• 英文别名: 2-acetoxyamino-5-phenylpyridine；[(5-phenylpyridin-2-yl)amino] acetate
• CAS: 124392-12-7
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: YIRYVCWYUVJSAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-硝基-5-苯基吡啶 在 palladium on activated charcoal 、 三乙胺 、 肼 作用下， 生成 [(5-苯基吡啶-2-基)氨基]乙酸酯
  参考文献：
  名称：

  HeterocyclicN-Acetoxyarylamines, Models for the Putative Ultimate Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine and 2-Acetoxyaminopyridine

  摘要：

  The structures of O-acetyl-N-(5-phenyl-2-pyridyl)-hydroxylamine, C13H12N2O2, (I), and O-acetyl-N-(2-pyridyl)hydroxylamine, C7H8N2O2, (II), have been determined in order to confirm earlier structure assignments based on spectroscopic information. Compound (I) is the probable mutagenic metabolite of the phenylalanine pyrolysis product 2-amino-5-phenyl-pyridine, The crystal structures of (I) and (II) are the first reported for heterocyclic N-acetoxyarylamines, the corresponding homocyclic arylamine derivatives being extremely unstable. In the solid state, both (I) and (II) exist as hydrogen-bended dimers, with the arylamine N atom acting as donor and the pyridine N atom of a neighboring inversion-related molecule as acceptor; the distance between donor and acceptor N atoms is 3.007(2) in (I) and 2.956(2) Angstrom in (II). This orientation of the N-H bond results in the rotation of the acetoxy group out of the plane of the pyridine ring by 22.5(2) in (I) and 27.4(2)degrees in (II).

  DOI：

  10.1107/s0108270196015168