3-(hydroxyamino)butan-2-one oxime | 24707-22-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(hydroxyamino)butan-2-one oxime
• 英文别名: N-<3-Hydroxyimino-butyl-(2)>-hydroxylamin；3-Hydroxylaminobutan-2-on-oxim；3-Hydroxyamino-2-butanone oxime；N-[3-(hydroxyamino)butan-2-ylidene]hydroxylamine
• CAS: 24707-22-0
• 化学式: C₄H₁₀N₂O₂
• 分子量: 118.136
• InChiKey: POTUSMPXERDPME-UHFFFAOYSA-N

物化性质

• 沸点：
  278.1±42.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  64.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(hydroxyamino)butan-2-one oxime 、 2,3-丁二酮 以 甲醇 为溶剂， 反应 18.0h， 以73%的产率得到2,3,5,6-Tetramethylpyrazine 1,4-Dioxide
  参考文献：
  名称：

  Reaction of 1,2-hydroxylaminooximes with 1,2-diketones. Conversion of 2-acyl-1-hydroxy-3-imidazoline 3-oxides to pyrazine 1,4-dioxides

  摘要：

  DOI：

  10.1007/bf00514993

文献信息

• Stable Bicyclic Functionalized Nitroxides: The Synthesis of Derivatives of Aza-nortropinone–5-Methyl-3-oxo-6,8-diazabicyclo[3.2.1]-6-octene 8-oxyls
  作者：Larisa N. Grigor’eva、Alexsei Ya. Tikhonov、Konstantin A. Lomanovich、Dmitrii G. Mazhukin

  DOI：10.3390/molecules26103050

  日期：——

  In recent decades, bicyclic nitroxyl radicals have caught chemists’ attention as selective catalysts for the oxidation of alcohols and amines and as additives and mediators in directed C-H oxidative transformations. In this regard, the design and development of synthetic approaches to new functional bicyclic nitroxides is a relevant and important issue. It has been reported that imidazo[1,2-b]isoxazoles

  在最近的几十年中，双环硝酰基自由基已成为化学家的关注焦点，作为醇和胺氧化的选择性催化剂，以及作为定向CH氧化转化的添加剂和介体。在这方面，新功能双环氮氧化物的合成方法的设计和开发是一个相关且重要的问题。据报道，在乙酰丙酮与具有仲羟基氨基的2-羟基氨基肟缩合过程中形成的咪唑并[1,2- b ]异恶唑在温和的碱性催化条件下被再循环为8-羟基-5-甲基-3-氧代-6。 ，8-二氮杂双环[3.2.1] -6-辛烯。后者包含空间受阻的环N-羟基在丙酮中用二氧化铅氧化后，实际上定量地形成了新的稳定的硝酰基双环基团，它们是2,2,6,6-四甲基-4-氧哌啶-1-氧基（TEMPON）和3-咪唑啉。
• Synthesis of 4,5-Dialkyl-2-perfluoroaryl-1H-imidazol-1-ols and 4,5-Dimethyl-2-perfluoroaryl-1H-imidazoles
  作者：I. A. Os’kina、A. S. Vinogradov、B. A. Selivanov、V. A. Savelyev、V. E. Platonov、A. Ya. Tikhonov

  DOI：10.1134/s1070428021120101

  日期：2021.12

  Abstract Aliphatic α-hydroxyamino oximes reacted with perfluoroaromatic aldehydes to give α-perfluoroaryl nitrones which underwent cyclization in acetic acid with the formation of 4,5-dialkyl-2-perfluoroaryl-1H-imidazol-1-ols. The latter were also obtained directly from aliphatic α-hydroxyamino oximes and perfluoro­aromatic aldehydes in acetic acid without isolation of intermediate nitrones. The reaction

  摘要 脂肪族 α-羟基氨基肟与全氟芳香醛反应生成 α-全氟芳基硝酮，其在乙酸中环化形成 4,5-二烷基-2-全氟芳基-1 H-咪唑-1-醇。后者也直接从乙酸中的脂肪族α-羟基氨基肟和全氟芳族醛获得，而无需分离中间体硝酮。4,5-二甲基-2-全氟芳基-1 H-咪唑-1-醇与氯丙酮反应得到4,5-二甲基-2-全氟芳基-1 H-咪唑。
• 5-(Hydroxymethyl)furfural in the Synthesis of 4,5-Dialkyl-1H-imidazol-1-ols
  作者：I. A. Os’kina、V. I. Krasnov、A. Ya. Tikhonov

  DOI：10.1134/s1070428024020027

  日期：2024.2

  Abstract 5-Hydroxymethylfuran-2-carbaldehyde reacts with aliphatic 1,2-hydroxyamine oximes in methanol to form 4,5-dialkyl-substituted 2-(5-hydroxymethylfuran-5-yl)-1H-imidazol-1-ols.

  摘要 5-羟甲基呋喃-2-甲醛与脂肪族1,2-羟胺肟在甲醇中反应生成4,5-二烷基取代的2-(5-羟甲基呋喃-5-基)-1H-咪唑-1-醇。
• Synthesis and antiviral activity of N-[2-hydroxyiminoalkyl[, N-[2-oxoalkyl]-, and N-[2-hydroxyalkyl]-β-hydroxyaminoacid esters
  作者：A. Ya. Tikhonov、N. N. Voinova、T. I. Reznikova、L. B. Volodarskii、G. V. Vladyako、E. I. Boreko、L. V. Korobchenko

  DOI：10.1007/bf00772905

  日期：1992.5
• Reaction of 3-trimethylsilylprop-2-ynal with α-hydroxyamino oximes
  作者：M. M. Demina、P. S. Novopashin、G. I. Sarapulova、A. V. Afonin、A. Ya. Tikhonov、A. S. Medvedeva

  DOI：10.1134/s1070428007040033

  日期：2007.4

  3-Trimethylsilylprop-2-ynal reacted with aliphatic alpha-hydroxyamino oximes in a chemoselective fashion at the aldehyde group to give hitherto unknown open-chain 3-trimethylsilylprop-2-yn-1-ylideneamine oxides. The possibility for intramolecular hydrogen bonding with participation of OH, C C, and N -> O groups in the products was studied by IR spectroscopy.