(E)-(N-methyl-1-azacyclopentan-2-yl)phenylketone oxime | 18721-00-1

• 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: (E)-(N-methyl-1-azacyclopentan-2-yl)phenylketone oxime
• 英文别名: anti--phenyl-ketoxim；(NE)-N-[(1-methylpyrrolidin-2-yl)-phenylmethylidene]hydroxylamine
• CAS: 18721-00-1
• 化学式: C₁₂H₁₆N₂O
• 分子量: 204.272
• InChiKey: VWKBBLJWEDNBJE-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  (2Z)-1-甲基-2-(硝基甲基烯)吡咯烷 、 苯 在 三氟甲磺酸 作用下， 反应 14.0h， 以69%的产率得到(E)-(N-methyl-1-azacyclopentan-2-yl)phenylketone oxime
  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

• 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.