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N-亚硝基吗啉

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N-亚硝基吗啉
别名 4-nitrosomorpholine, alpha-acetoxy-N-nitrosomorpholine, nitrosomorpholine, NMOR, 4-nitroso-morpholine, NNM
识别
CAS号 59-89-2  checkY
PubChem 6046
ChemSpider 5823
SMILES
 
  • C1COCCN1N=O
UN编号 2810 3077
ChEBI 76326
KEGG C19283
性质
化学式 C4H8N2O2
摩尔质量 116.12 g·mol⁻¹
外观 Pale yellow powder
熔点 84°F (29 C)[1]
沸点 435 to 436°F at 747 mmHg
溶解性 greater than or equal to 100 mg/mL in water at 66°F
危险性
主要危害 hepatocarcinogen
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

N-亚硝基吗啉(NNM、NMOR)是一种有机化合物,化学式为C4H8N2O2,它具有致癌性,也是一种突變原。它可以吗啉为原料制得,或通过双吗啉基甲烷在发烟硝酸中的反应得到。[2]在有机合成中,很少有文献以之为原料,但它可作为氮自由基的前驱体。[3]

参考文献

  1. ^ Zhang, Jie; Jiang, Jiewen; Li, Yuling; Wan, Xiaobing. Iodide-Catalyzed Synthesis of N-Nitrosamines via C–N Cleavage of Nitromethane. Journal of Organic Chemistry. 2013, 78 (22): 11366–11372 [10 January 2024]. PMID 24128012. doi:10.1021/jo401915t. (原始内容存档于2024-01-10). 
  2. ^ Zhang, Yu; Zou, Po; Han, Yingbin; Geng, Yongliang; Luo, Jun; Zhou, Baojing. A combined experimental and DFT mechanistic study for the unexpected nitrosolysis of N-hydroxymethyldialkylamines in fuming nitric acid. RSC Advances. 2018, 8 (34): 19310–19316 [18 January 2024]. Bibcode:2018RSCAd...819310Z. doi:10.1039/C8RA03268H. (原始内容存档于2024-01-10). 
  3. ^ Patil, Dilip V.; Lee, Yulim; Kim, Hun Young; Oh, Kyungsoo. Visible-Light-Promoted Photoaddition of N-Nitrosopiperidines to Alkynes: Continuous Flow Chemistry Approach to Tetrahydroimidazo[1,2-a]pyridine 1-Oxides. Organic Letters. 2022, 24 (31): 5840–5844 [18 January 2024]. PMID 35921551. S2CID 251317605. doi:10.1021/acs.orglett.2c02402. (原始内容存档于2024-01-18).