anti-α-Dimethylamino-acetophenon-oxim | 16451-83-5

• 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: anti-α-Dimethylamino-acetophenon-oxim
• 英文别名: (NE)-N-[2-(dimethylamino)-1-phenylethylidene]hydroxylamine
• CAS: 16451-83-5
• 化学式: C₁₀H₁₄N₂O
• 分子量: 178.234
• InChiKey: OPJVIWLFZXMCHB-KHPPLWFESA-N

物化性质

• 熔点：
  82-84 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  283.3±23.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  <(Dimethylamino)methylene>nitromethane 、 苯 在 sodium tetrahydroborate 、 三氟甲磺酸 作用下， 生成 anti-α-Dimethylamino-acetophenon-oxim
  参考文献：
  名称：

  1-Amino-2-nitroethene derivatives in triflic acid: NMR study and triflates formation from their hydroxynitrilium ions

  摘要：

  In triflic acid, 1-amino-2-nitroene derivatives undergo a C,O-diprotonation followed by the loss of (protonated) water, to form the >C=N+< conjugated hydroxynitrilium ions that can react, in a competitive way, either with TfO- or with added C6H6. The resulting phenylated dications can be selectively reduced by NaBH4 at the iminium bond moiety. A protonated nitroso derivative was also isolated as its triflate salt. Structure, reactivity and mechanism of these reactions are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00244-6

文献信息

• Herstellung und Konfigurationsbestimmung vonsyn undanti ?-Aminoketoxim-Derivaten
  作者：H. P. Fischer、C. A. Grob

  DOI：10.1002/hlca.19620450723

  日期：——

  Several syn and anti α-amino acetophenone oximes have been prepared together with the corresponding benzoates and 2,4-dinitrophenyl ethers. Their configuration was determined unambiguously on the basis of UV.- and IR.-absorption spectra and their ability to form copper complexes. - Esters of ketoximes, e. g. the benzoates of cyclohexanone oxime and acetophenone oxime, are readily brominated in the

  已经与相应的苯甲酸酯和2，4-二硝基苯基醚一起制备了几种顺式和反式α-氨基苯乙酮肟。根据UV-和IR-吸收光谱及其形成铜络合物的能力，明确确定了它们的构型。-酮肟的酯，例如环己酮肟和苯乙酮肟的苯甲酸酯，很容易被N-溴代琥珀酰亚胺溴化在α位。
• 1-Amino-2-nitroethene derivatives in triflic acid: NMR study and triflates formation from their hydroxynitrilium ions
  作者：Jean-Marie Coustard

  DOI：10.1016/s0040-4020(99)00244-6

  日期：1999.4

  In triflic acid, 1-amino-2-nitroene derivatives undergo a C,O-diprotonation followed by the loss of (protonated) water, to form the >C=N+< conjugated hydroxynitrilium ions that can react, in a competitive way, either with TfO- or with added C6H6. The resulting phenylated dications can be selectively reduced by NaBH4 at the iminium bond moiety. A protonated nitroso derivative was also isolated as its triflate salt. Structure, reactivity and mechanism of these reactions are discussed. (C) 1999 Elsevier Science Ltd. All rights reserved.