2-(hydroxyamino)cyclohexanone oxime hydroacetate | 13785-65-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(hydroxyamino)cyclohexanone oxime hydroacetate
• 英文别名: 2-hydroxyaminocyclohexanone oxime acetate；2-(Hydroxyamino)cyclohexan-1-one oxime acetate；acetic acid;N-[2-(hydroxyamino)cyclohexylidene]hydroxylamine
• CAS: 13785-65-4
• 化学式: C₂H₄O₂*C₆H₁₂N₂O₂
• 分子量: 204.226
• InChiKey: RWPYLBIFODZUGF-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  102
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2928000090

SDS

2-(羟基氨基)-1-环己酮肟乙酸酯MSDS英文版

反应信息

• 作为反应物：
  描述：

  2-(hydroxyamino)cyclohexanone oxime hydroacetate 在 sodium tetrahydroborate 、 盐酸羟胺 、 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 75.5h， 生成 cis-1,2-bishydroxylaminocyclohexane
  参考文献：
  名称：

  Synthesis of aliphatic 1,2-bishydroxylamines from 1,3- dihydroxyimidazolidines.

  摘要：

  Reduction of 1-hydroxy-3-imidazoline-3-oxides with NaBH4 gives 1,3-dihydroxyimidazolidines. The latter on subsequent treatment with NH2OH.HCl in EtOH or in hydrochloric acid afford 1,2-bishydroxylamines. An X-ray study of 1,2-bishydroxylaminocycloalkanes has shown them to be cis-configurated.

  DOI：

  10.1007/bf00698944

文献信息

• Reaction of 2-Alkoxypropenals with α-Hydroxyamino Oximes and 1,2-Bis(hydroxyamino)cyclohexane
  作者：N. A. Keiko、E. A. Funtikova、L. I. Larina、G. I. Sarapulova、D. G. Mazhukin、T. V. Rybalova、A. Ya. Tikhonov

  DOI：10.1007/s11178-005-0361-1

  日期：2005.10

  Reactions of 2-alkoxypropenals with α-hydroxyamino oximes in neutral medium involve the aldehyde group of the former to afford both acyclic and cyclic azomethine oxides: N-(2-hydroxyiminoalkyl)-N-(2-alkoxy-2-propenylidene)amine oxides and 1-hydroxy-2,5-dihydroimidazole 3-oxides. The state of tautomeric equilibrium between the cyclic and acyclic products depends on the solvent nature and temperature. The reaction in acidic aqueous medium is accompanied by hydrolysis of the vinyl ether moiety in 2-alkoxy-propenals with formation of 2-oxopropionaldehyde which reacts with α-hydroxyamino oxime at the hydroxy-amino group to give substituted pyrazine 1,4-dioxides. The reaction of 2-alkoxypropenals with 1,2-bis-(hydroxyamino)cyclohexane leads to formation of 2-(1-alkoxyvinyl)-1,3-dihydroxyperhydrobenzimidazoles. The structure of the products was proved by IR, UV, and 1H and 13C NMR spectroscopy and X-ray analysis.

  2-烷氧丙烯醛与α-羟基氨基肟在中性介质中的反应涉及前者的醛基，生成无环和环状的亚胺氧化物：N-(2-羟基亚胺烷基)-N-(2-烷氧基-2-丙烯基)胺氧化物和1-羟基-2,5-二氢咪唑-3-氧化物。环状和无环产物之间的并置平衡状态取决于溶剂的性质和温度。在酸性水相中反应伴随着2-烷氧基丙烯醛中乙烯醚部分的水解，形成2-氧丙醛，该醛与α-羟基氨基肟在羟基氨基组上反应，生成取代的吡嗪1,4-二氧化物。2-烷氧丙烯醛与1,2-双(羟基氨基)环己烷的反应生成2-(1-烷氧基乙烯基)-1,3-二羟基全氟苯并咪唑。产品的结构通过红外光谱、紫外光谱、1H和13C核磁共振光谱以及X射线分析得到了验证。
• Synthesis of annelated derivatives of tetrafluoro-10H-imidazo[1,2-b][1,2]benzooxazin-10-one and 2-pentafluorophenylpyrazine 1,4-dioxide by condensation of alicyclic 2-hydroxyamino oximes with pentafluorophenylglyoxal
  作者：S. A. Amitina、I. V. El’tsov、T. V. Rybalova、Yu. V. Gatilov、I. A. Grigor’v

  DOI：10.1007/s11172-005-0020-2

  日期：2004.8

  Reactions of alicyclic 2-hydroxyamino oximes with pentafluorophenylglyoxal afford mixtures of annelated derivatives of 2-pentafluorophenylpyrazine 1,4-dioxide and tetrafluoro- 10H-imidazo[1,2-b][1,2]benzooxazin-10-one. The structures of the latter were established by X-ray diffraction analysis.

  脂环族2-羟基氨基肟与五氟苯基乙二醛的反应得到2-五氟苯基吡嗪1,4-二氧化物和四氟-10H-咪唑并[1,2-b][1,2]苯并恶嗪-10-酮的稠合衍生物的混合物。后者的结构通过X射线衍射分析确定。
• Formation of derivatives of pyrazine 1,4-dioxide and 1-hydroxyimidazole in the condensation of 1,2-hydroxyamino oxime acetates with 1-phenyl- and 1-(2-hetaryl)-1,2-dicarbonyl compounds
  作者：L. N. Grigor'eva、S. A. Amitina、L. B. Volodarskii

  DOI：10.1007/bf00505767

  日期：1983.10
• 1,1′-Dihydroxy-2,2′-biimidazoles: a new synthesis and crystal structure
  作者：Alexsei Ya. Tikhonov、Boris A. Selivanov、Yurii V. Gatilov

  DOI：10.1016/j.tetlet.2014.11.056

  日期：2015.1

  An efficient method for the preparation of 1,1'-dihydroxy-2,2'-biimidazoles via cyclization of alpha,alpha'-dinitrones is reported. According to the X-ray crystal structure of the product, one ring adopts the 1-hydroxy form and the other ring exists in the N-oxide form. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis of aliphatic 1,2-bishydroxylamines from 1,3- dihydroxyimidazolidines.
  作者：D. G. Mazhukin、A. Ya. Tikhonov、L. B. Volodarskii、E. P. Konovalova、L. A. Tikhonova、I. Yu. Bagryanskaya、Yu. V. Gatilov

  DOI：10.1007/bf00698944

  日期：1993.5

  Reduction of 1-hydroxy-3-imidazoline-3-oxides with NaBH4 gives 1,3-dihydroxyimidazolidines. The latter on subsequent treatment with NH2OH.HCl in EtOH or in hydrochloric acid afford 1,2-bishydroxylamines. An X-ray study of 1,2-bishydroxylaminocycloalkanes has shown them to be cis-configurated.