2-acetyl-4-hydroxy-N-tert-butylaniline | 63609-62-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetyl-4-hydroxy-N-tert-butylaniline
• 英文别名: 1-[2-(tert-Butylamino)-5-hydroxyphenyl]ethan-1-one；1-[2-(tert-butylamino)-5-hydroxyphenyl]ethanone
• CAS: 63609-62-1
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: KZYHDHBYZVEJQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-methyl-N-tert-butylanthranilium tetrafluoroborate 在 水 作用下， 以 乙腈 为溶剂， 生成 2-acetyl-4-hydroxy-N-tert-butylaniline
  参考文献：
  名称：

  Anderson, Gary B.; Yang, Lucie L.-N.; Falvey, Daniel E., Journal of the American Chemical Society, 1993, vol. 115, # 16, p. 7254 - 7262

  摘要：

  DOI：

文献信息

• Substituent Effects on the Lifetimes and Reactivities of Arylnitrenium Ions Studied by Laser Flash Photolysis and Photothermal Beam Deflection
  作者：Rebecca J. Robbins、David M. Laman、Daniel E. Falvey

  DOI：10.1021/ja961518z

  日期：1996.1.1

  Photolysis of 5-substituted-N-tert-butyl-3-methylanthranilium produces transient N-tert-butyl-(2-acetyl-4-substituted) phenylnitrenium ions. This is confirmed by identification of the stable products, transient absorption experiments, and photothermal beam deflection experiments. Analysis of the stable photoproducts shows that the major decay pathway for these species is addition of nucleophiles to the aromatic ring. The kinetics of the these reactions were examined with the goal of determining how various ring substituents affect arylnitrenium ion stability. Rate constants measured for the 4-phenyl and 4-methoxy derivatives are compared with those from previous work. It is shown that a 4-phenyl group stabilizes the nitrenium ion to approximately the same extent as a 4-methoxy group. Both of these substituents stabilize the arylnitrenium ions considerably more than 4-halogens or a 4-methyl group. Time resolved photothermal beam deflection experiments were applied to the 4-cyano and 4-unsubstituted derivatives, which gave no transient absorption spectra. The latter two compounds are shown to have lifetimes of less than 100 ns.