1-Benzyl-3,3-dimethyoxaziridine | 57711-99-6

• 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: 1-Benzyl-3,3-dimethyoxaziridine
• 英文别名: 2-Benzyl-3,3-dimethyloxaziridin；2-benzyl-3,3-dimethyl-oxaziridine；2-Benzyl-3,3-dimethyloxaziridine
• CAS: 57711-99-6
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: FIMPWKWHCPNDNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  15.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙酮 、 苄胺 在 sodium carbonate 、 间氯过氧苯甲酸 作用下， 生成 1-Benzyl-3,3-dimethyoxaziridine
  参考文献：
  名称：

  Nitrones and oxaziridines. XIII. A convenient method for the oxidation of primary- and secondary-alkyl amines to carbonyl compounds

  摘要：

  伯胺和仲胺 通过依次转化为异亚丙基亚胺和羰基化合物，伯胺和仲烷基胺可以很好地转化为相关的 羰基化合物。 3,3-二甲基恶嗪，然后对后者进行酸性水解。 中间体无需分离。

  DOI：

  10.1071/ch9752547

文献信息

• Nitrones and oxaziridines. XIII. A convenient method for the oxidation of primary- and secondary-alkyl amines to carbonyl compounds
  作者：DSC Black、NA Blackman

  DOI：10.1071/ch9752547

  日期：——

  Primary- and secondary-alkyl amines have been converted in good yield into the related carbonyl compounds by sequential conversion into isopropylidene imines and 3,3-dimethyloxaziridines, followed by acidic hydrolysis of the latter. Intermediates need not be isolated.

  伯胺和仲胺 通过依次转化为异亚丙基亚胺和羰基化合物，伯胺和仲烷基胺可以很好地转化为相关的 羰基化合物。 3,3-二甲基恶嗪，然后对后者进行酸性水解。 中间体无需分离。
• Dimethyldioxirane oxidation of primary amines
  作者：Jack K. Crandall、Thierry Reix

  DOI：10.1021/jo00051a017

  日期：1992.12

  Several primary amines 2 have been oxidized with dimethyldioxirane (1) under a variety of conditions. Mixtures of dimeric nitrosoalkanes 4 and oximes 5 were typically obtained with solutions of the oxidant in excess. In several instances, nitrones 12 were found as byproducts in these reactions. In situ oxidations using oxone in buffered aqueous acetone solution also gave nitrosoalkanes 4 and oximes 3 as important products; in addition, oxaziridines 11 were obtained in significant amounts in biphasic procedures containing methylene chloride. The corresponding nitroalkanes 3 were not formed in major amounts in either oxidation procedure, unless large excesses of oxidant were used. These results are discussed in terms of the several competing processes which occur under the different reaction conditions.