3,3-dimethyl-7-nitro-2-oxido-4H-isoquinolin-2-ium | 1298023-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 3,3-dimethyl-7-nitro-2-oxido-4H-isoquinolin-2-ium
• CAS: 1298023-02-5
• 化学式: C₁₁H₁₂N₂O₃
• 分子量: 220.228
• InChiKey: NSUJFDAYODAUGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二氢-3,3-二甲基-异喹啉 在 硫酸 、 potassium nitrate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 3,3-Dimethyl-7-nitro-4,8b-dihydrooxazireno[3,2-a]isoquinoline 、 3,3-dimethyl-7-nitro-2-oxido-4H-isoquinolin-2-ium
  参考文献：
  名称：

  Unexpected Formation of O-Acylhydroxamate from the Oxidation of a Dihydroisoquinoline Imine

  摘要：

  The reaction of 3,3-dimethyl-7-nitro-3,4-dihydroisoquinoline 1 with m-chloroperbenzoic acid (m-CPBA) mainly yielded oxaziridine and nitrone, with their selectivities being dependent on the solvents. The reaction with 2.5 equivalents of m-CPBA gave small amounts of oxaziridines and hydroxamic acids as well as isolated O-acylhydroxamate compounds.

  DOI：

  10.1080/00397911.2011.580882

文献信息

• Synthesis and Reactivity Study of Two New Dihydroisoquinoline-Derived Oxaziridines
  作者：Majed Kammoun、Hassen Ben Salah、Mohamed Damak

  DOI：10.1080/00397911.2010.487175

  日期：2011.4.19

  [image omitted] The N-alkyl oxaziridines may be used as reagents for the oxidation of sulfides in acid-promoted reactions. The present work describes the behavior of two newly synthesized dihydroisoquinoline-derived oxaziridines with respect to methanesulfonic acid. An isomerization reaction was observed in the absence of sulfide.