4-硝基吡啶-N-氧化物

4-硝基吡啶-N-氧化物是一种有机化合物,化学式为C5H4N2O3。它可由N-氧化吡啶在混酸中硝化制得,[2][1]或由4-硝基吡啶间氯过氧苯甲酸氧化得到。[3]它在乙酸中可以被还原(或在乙醚中被三氯化钛还原[4])为4-氨基吡啶[2]

4-硝基吡啶-N-氧化物
Skeletal formula of 4-nitropyridine-N-oxide
Space-filling model of the 4-nitropyridine-N-oxide molecule
IUPAC名
4-Nitropyridine 1-oxide
别名 4-硝基吡啶-1-氧化物
N-氧化-4-硝基吡啶
4-硝基-N-氧化吡啶
识别
CAS号 1124-33-0  checkY
PubChem 14300
ChemSpider 13662
SMILES
 
  • c1c[n+](ccc1[N+](=O)[O-])[O-]
InChI
 
  • 1/C5H4N2O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4H
InChIKey RXKNNAKAVAHBNK-UHFFFAOYAT
性质
化学式 C5H4N2O3
摩尔质量 140.1 g·mol−1
外观 黄色固体[1]
熔点 161 °C(434 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. Gerhard Panke, Thomas Schwalbe, Wolfgang Stirner, Shahriyar Taghavi-Moghadam, Gregor Wille. . Synthesis. 2003, (18): 2827–2830 [2022-10-21]. ISSN 0039-7881. doi:10.1055/s-2003-42491. (原始内容存档于2018-06-03) (英语).
  2. den Hertog, H. J.; Overhoff, J. Pyridine and quinoline derivs. LXXXII. Pyridine N-oxide as an intermediate for the preparation of 2- and 4-substituted pyridines. Recueil des Travaux Chimiques des Pays-Bas et de la Belgique, 1950. 69: 468-473. ISSN 0370-7539.
  3. Sravan Kumar Aithagani, Mukesh Kumar, Mahipal Yadav, Ram A. Vishwakarma, Parvinder Pal Singh. . The Journal of Organic Chemistry. 2016-07-15, 81 (14): 5886–5894 [2022-10-21]. ISSN 0022-3263. doi:10.1021/acs.joc.6b00593. (原始内容存档于2022-10-23) (英语).
  4. Kuz'min, S. V.; Mizhiritskii, M. D.; Kogan, L. M. Deoxygenation of some N- and S-oxides with titanium(III) chloride. Zhurnal Organicheskoi Khimii, 1989. 25 (3): 663-664. ISSN 0514-7492.
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