N-亚硝基吗啉
化合物
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]
| 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 
|
| PubChem | 6046 |
| ChemSpider | 5823 |
| SMILES |
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| 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（水） | 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。 | |
参考文献 编辑
- ^ 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.
- ^ 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.
- ^ 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.