bromoacetone 2,4-dinitrophenylhydrazone | 93282-21-4

• 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: bromoacetone 2,4-dinitrophenylhydrazone
• 英文别名: 1-(1-bromopropan-2-yl)-2-(2,4-dinitrophenyl) hydrazine；Brom-aceton-(2,4-dinitro-phenylhydrazon)；N-(1-bromopropan-2-ylideneamino)-2,4-dinitroaniline
• CAS: 93282-21-4
• 化学式: C₉H₉BrN₄O₄
• 分子量: 317.099
• InChiKey: ZSKVLZCJULOBDH-UHFFFAOYSA-N

物化性质

• 沸点：
  412.6±55.0 °C(Predicted)
• 密度：
  1.75±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  110.67
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  bromoacetone 2,4-dinitrophenylhydrazone 在 dinitrogen tetraoxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以85%的产率得到(1-bromo-2-nitropropan-2-yl)-(2,4-dinitrophenyl)diazene
  参考文献：
  名称：

  Aryl-NNO-azoxy-?-nitroalkanes

  摘要：

  Two methods of synthesis of aryl-NNO-azoxy-alpha-nitroalkanes bearing either one or two reactive hydrogen atoms alpha to the azoxy and nitro groups are described. These methods involve protection of the latter by easily removable groupings, those used being acetoxy-methyl and acetal fragments. The regiochemical nature of the diazene oxide groupings in aryl-NNO-azoxy-alpha-nitroalkanes obtained by oxidation of the appropriate diazenes has been established by heteronuclear NMR and x-ray structural examination. Some of the chemical properties of these diazene oxides have been examined.

  DOI：

  10.1007/bf00863827
• 作为产物：
  描述：

  2,4-二硝基苯肼 、 溴丙酮 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以66%的产率得到bromoacetone 2,4-dinitrophenylhydrazone
  参考文献：
  名称：

  水溶液中醇和有机卤化物的氧化转化

  摘要：

  在水介质中使用氯铬喹啉鎓而不添加任何助溶剂，已开发出一种有效的新方法，可将有机卤化物和醇类一锅转化为相应的醛或酮。在氢氧化钠存在下，将2-（溴甲基）-5,7-二硝基-1 H-吲哚氧化转化为其相应的醛的方法已采用相同的方案。

  DOI：

  10.1039/c4nj00393d

文献信息

• Sweeting; Johnson, Journal of the American Chemical Society, 1946, vol. 68, p. 1060
  作者：Sweeting、Johnson

  DOI：——

  日期：——
• Oxidative transformation of alcohols and organic halides in aqueous solution
  作者：Neeraj Gupta、Apoorva Thakur、Pushpa Bhardwaj

  DOI：10.1039/c4nj00393d

  日期：——

  halides and alcohols to their corresponding aldehydes or ketones has been developed using quinolinium chlorochromate in an aqueous medium without adding any cosolvent. The same protocol has been applied for the oxidative conversion of 2-(bromomethyl)-5,7-dinitro-1H-indole to its corresponding aldehyde in the presence of sodium hydroxide.

  在水介质中使用氯铬喹啉鎓而不添加任何助溶剂，已开发出一种有效的新方法，可将有机卤化物和醇类一锅转化为相应的醛或酮。在氢氧化钠存在下，将2-（溴甲基）-5,7-二硝基-1 H-吲哚氧化转化为其相应的醛的方法已采用相同的方案。
• Aryl-NNO-azoxy-?-nitroalkanes
  作者：O. A. Luk'yanov、Yu. B. Salamonov、A. G. Bass、V. S. Bogdanov、Yu. A. Strelenko、V. S. Kuz'min、Yu. T. Struchkov、Yu. N. Burtsev

  DOI：10.1007/bf00863827

  日期：1992.10

  Two methods of synthesis of aryl-NNO-azoxy-alpha-nitroalkanes bearing either one or two reactive hydrogen atoms alpha to the azoxy and nitro groups are described. These methods involve protection of the latter by easily removable groupings, those used being acetoxy-methyl and acetal fragments. The regiochemical nature of the diazene oxide groupings in aryl-NNO-azoxy-alpha-nitroalkanes obtained by oxidation of the appropriate diazenes has been established by heteronuclear NMR and x-ray structural examination. Some of the chemical properties of these diazene oxides have been examined.