6-Azido-2-methyl-hexa-2,3-diene | 144348-03-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 6-Azido-2-methyl-hexa-2,3-diene
• CAS: 144348-03-8
• 化学式: C₇H₁₁N₃
• 分子量: 137.184
• InChiKey: BDFXPSZTRBNGES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Azido-2-methyl-hexa-2,3-diene 在 lithium aluminium tetrahydride 、 二甲基二环氧乙烷 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 为溶剂， 生成 Bis-(5-methyl-hexa-3,4-dienyl)-diazene N,N'-dioxide
  参考文献：
  名称：

  Dimethyldioxirane oxidation of primary amines

  摘要：

  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.

  DOI：

  10.1021/jo00051a017
• 作为产物：
  描述：

  2-methyl-6-(p-toluenesulfonyloxy)-2,3-hexadiene 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6-Azido-2-methyl-hexa-2,3-diene
  参考文献：
  名称：

  Dimethyldioxirane oxidation of primary amines

  摘要：

  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.

  DOI：

  10.1021/jo00051a017

文献信息

• 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.