3-amino-2,3-di(hydroxyimino)propionitrile | 262291-72-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-amino-2,3-di(hydroxyimino)propionitrile
• 英文别名: 2-Cyano-N-hydroxy-2-hydroxyimino-acetamidine；(2E)-2-cyano-N'-hydroxy-2-hydroxyiminoethanimidamide
• CAS: 262291-72-5
• 化学式: C₃H₄N₄O₂
• 分子量: 128.09
• InChiKey: USSJTOBUSKIOLC-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  potassium nitrosodicyanomethanide 在 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以86%的产率得到3-amino-2,3-di(hydroxyimino)propionitrile
  参考文献：
  名称：

  Nucleophilic Addition of Hydroxylamine, Methoxylamine, and Hydrazine to Malononitrileoxime

  摘要：

  The chemistry of malononitrileoxime, HONC(CN)(2), with respect to nucleophilic addition to ammonia, methylamine, hydroxylamine, methoxylamine, and hydrazine is reported. Whereas the poorly nucleophilic ammonia and methylamine do not react, hydroxylamine, methoxylamine, and hydrazine add to the nitrile groups of the oxime, yielding the corresponding amidoximes and amidrazones. Depending on the stoichiometry of the reactions, hydroxylamine and hydrazine add to one or both of the nitrile groups; methoxylamine adds to only one of the nitrile groups. Three of the products, namely, cyanoacetamidoxime (1), 3-amino-2,3-hydroxyiminopropionitrile monohydrate (2 . H2O), and 3,5-diaminopyrazolone-4-oxime.monohydrochloride monohydrate (6 . HCl . H2O), are characterized by single-crystal X-ray diffraction data. All of the products exhibit exothermic decomposition properties with heats of decomposition in the range of 500-1500 kJ mol(-1).

  DOI：

  10.1021/jo991614t

文献信息

• Nucleophilic Addition of Hydroxylamine, Methoxylamine, and Hydrazine to Malononitrileoxime
  作者：Navamoney Arulsamy、D. Scott Bohle

  DOI：10.1021/jo991614t

  日期：2000.2.1

  The chemistry of malononitrileoxime, HONC(CN)(2), with respect to nucleophilic addition to ammonia, methylamine, hydroxylamine, methoxylamine, and hydrazine is reported. Whereas the poorly nucleophilic ammonia and methylamine do not react, hydroxylamine, methoxylamine, and hydrazine add to the nitrile groups of the oxime, yielding the corresponding amidoximes and amidrazones. Depending on the stoichiometry of the reactions, hydroxylamine and hydrazine add to one or both of the nitrile groups; methoxylamine adds to only one of the nitrile groups. Three of the products, namely, cyanoacetamidoxime (1), 3-amino-2,3-hydroxyiminopropionitrile monohydrate (2 . H2O), and 3,5-diaminopyrazolone-4-oxime.monohydrochloride monohydrate (6 . HCl . H2O), are characterized by single-crystal X-ray diffraction data. All of the products exhibit exothermic decomposition properties with heats of decomposition in the range of 500-1500 kJ mol(-1).