2-nitrocyclohexylhydroxylamine | 185348-02-1

• 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: 2-nitrocyclohexylhydroxylamine
• 英文别名: Cyclohexanamine, N-hydroxy-2-nitro-；N-(2-nitrocyclohexyl)hydroxylamine
• CAS: 185348-02-1
• 化学式: C₆H₁₂N₂O₃
• 分子量: 160.173
• InChiKey: RBGHUBSQCUVTSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 2-nitrocyclohexylhydroxylamine 以 溶剂黄146 为溶剂， 反应 10.0h， 以73%的产率得到1-hydroxy-2-phenyl-4,5,6,7-tetrahydrobenzimidazole
  参考文献：
  名称：

  Synthesis of 2-aryl(hetaryl)-1-hydroxyimidazoles by the reaction of aliphatic 1,2-hydroxylamino oximes with aromatic and heteroaromatic aldehydes

  摘要：

  脂肪族1,2-羟基氨基肟在乙酸中与芳香族和杂芳族醛反应，在仲碳原子上带有羟基氨基，从而高产量地生成相应的1-羟基-2-芳基（杂芳基）-4,5-二烷基咪唑。α-芳基（杂芳基）-腈酮最初由1,2-羟基氨基肟与醛缩合形成，然后定量转化为相应的咪唑。

  DOI：

  10.1007/s11172-013-0169-z
• 作为产物：
  描述：

  1-硝基-1-环己烷 在 sodium hydroxide 、 盐酸羟胺 、 羟胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以85%的产率得到2-nitrocyclohexylhydroxylamine
  参考文献：
  名称：

  Synthesis, reactions and antimicrobial studies of α-aryl-N-(2-nitrocyclohexyl)nitrones

  摘要：

  Synthesis of the title compounds from several aryl aldehydes and 2-nitrocyclohexylhydroxylamine has been described and the action of base on these compounds has been investigated. They have all been tested for their antimicrobial activity against the microorganisms such as Staphylococcus aureus, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella paratyphi, Salmonella typhi and Pseudomonas sp and the results are discussed.

  DOI：

  10.1016/s0223-5234(97)89854-6

文献信息

• Synthesis of 2-aryl(hetaryl)-1-hydroxyimidazoles by the reaction of aliphatic 1,2-hydroxylamino oximes with aromatic and heteroaromatic aldehydes
  作者：B. A. Selivanov、A. Ya. Tikhonov

  DOI：10.1007/s11172-013-0169-z

  日期：2013.5

  A reaction of aliphatic 1,2-hydroxylamino oximes bearing the hydroxylamino group at the secondary carbon atom with aromatic and heteroaromatic aldehydes in acetic acid leads to the corresponding 1-hydroxy-2-aryl(hetaryl)-4,5-dialkylimidazoles in high yields. α-Aryl(hetaryl)-nitrones initially formed by the condensation of 1,2-hydroxylamino oximes with aldehydes are quantitatively converted to the corresponding imidazoles.

  脂肪族1,2-羟基氨基肟在乙酸中与芳香族和杂芳族醛反应，在仲碳原子上带有羟基氨基，从而高产量地生成相应的1-羟基-2-芳基（杂芳基）-4,5-二烷基咪唑。α-芳基（杂芳基）-腈酮最初由1,2-羟基氨基肟与醛缩合形成，然后定量转化为相应的咪唑。
• Synthesis, reactions and antimicrobial studies of α-aryl-N-(2-nitrocyclohexyl)nitrones
  作者：M Thirumalaikumar、S Sivasubramanian、A Ponnuswamy、P Mohan

  DOI：10.1016/s0223-5234(97)89854-6

  日期：1996.1

  Synthesis of the title compounds from several aryl aldehydes and 2-nitrocyclohexylhydroxylamine has been described and the action of base on these compounds has been investigated. They have all been tested for their antimicrobial activity against the microorganisms such as Staphylococcus aureus, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella paratyphi, Salmonella typhi and Pseudomonas sp and the results are discussed.