3-Nitro-benzaldehyd-(N-benzyl-oxim) | 5367-21-5

• 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: 3-Nitro-benzaldehyd-(N-benzyl-oxim)
• 英文别名: C-(m-nitriphenyl)-N-benzylnitrone；C-<3-Nitro-phenyl>-N-benzyl-nitron；α-m-Nitrophenyl-N-benzylnitron；N-(3-nitrophenylmethylene)benzylamine-N-oxide；3-nitro-benzaldehyde-(N-benzyl oxime )；N-benzyl-1-(3-nitrophenyl)methanimine oxide
• CAS: 5367-21-5
• 化学式: C₁₄H₁₂N₂O₃
• 分子量: 256.261
• InChiKey: JWYQKNHPUXGJLP-UHFFFAOYSA-N

物化性质

• 沸点：
  452.0±55.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Nitro-benzaldehyd-(N-benzyl-oxim) 、 sodium ethanolate 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Neubauer, Justus Liebigs Annalen der Chemie, 1897, vol. 298, p. 193

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 sodium ethanolate 作用下， 生成 3-Nitro-benzaldehyd-(N-benzyl-oxim)
  参考文献：
  名称：

  Wegener, Justus Liebigs Annalen der Chemie, 1901, vol. 314, p. 235 Anm. 8

  摘要：

  DOI：

文献信息

• Accessing benzooxadiazepines<i>via</i>formal [4 + 3] cycloadditions of aza-<i>o</i>-quinone methides with nitrones
  作者：Yong-Sheng Zheng、Liang Tu、Li-Mei Gao、Rong Huang、Tao Feng、Huan Sun、Wen-Xuan Wang、Zheng-Hui Li、Ji-Kai Liu

  DOI：10.1039/c8ob00201k

  日期：——

  An unprecedented and efficient [4 + 3] cycloaddition of N-(ortho-chloromethyl)aryl amides with nitrones has been developed. This approach provides easy access to a series of seven-membered benzooxadiazepine derivatives in good to excellent yields (up to 99% yield) under mild reaction conditions.

  N-（邻-氯甲基）芳基酰胺与硝酮的空前和有效的[4 + 3]环加成反应已得到开发。通过这种方法，在温和的反应条件下，可以轻松获得一系列七元苯并恶二氮杂卓衍生物，并具有良好的收率（高达99％的收率）。
• Synthesis of Benzisoxazolines by the Coupling of Arynes with Nitrones
  作者：Chun Lu、Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1021/jo2025064

  日期：2012.3.2

  A variety of substituted benzisoxazolines have been synthesized by the [3 + 2] cycloaddition of nitrones and arynes. The reaction scope is broad, the reaction conditions are mild, and the process tolerates a variety of functional groups.
• Goldschmidt, Chemische Berichte, 1890, vol. 23, p. 2171
  作者：Goldschmidt

  DOI：——

  日期：——
• InBr3-catalyzed direct alkynylation of nitrones with terminal alkynes: an efficient synthesis of N-hydroxy-propargyl amines
  作者：Du-Ming Ji、Ming-Hua Xu

  DOI：10.1016/j.tetlet.2009.03.206

  日期：2009.6

  An InBr3-Catalyzed direct and efficient alkynylation of nitrones with terminal alkynes was developed. The process enables practical synthesis of a wide range of synthetically useful N-hydroxy-propargyl amine derivatives in good yields under mild conditions. The application of this method to optically active propargylic N-hydroxyamines syntheses was also described. With chiral nitrones, good diastereoselectivities were obtained. Moreover, the first chiral indium(III) complex-catalyzed asymmetric alkynylation of nitrone was achieved with moderate enantioselectivity. (C) 2009 Elsevier Ltd. All rights reserved.