N-Methylhydroxylamine
N-Methylhydroxylamine or methylhydroxylamine is a hydroxylamine derivative with a methyl group replacing one of the hydrogens of the amino group. It is an isomer of methoxyamine and aminomethanol. It decomposes in an exothermic reaction (-63 kJ/mol) into methane and azanone unless stored as a hydrochloride salt.
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| IUPAC name
N-Methylhydroxylamine | |
| Other names
Methylhydroxylamine | |
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| Properties | |
| CH5NO | |
| Molar mass | 47.057 g·mol−1 |
| Melting point | 38.5 °C (101.3 °F; 311.6 K)[1] |
| Boiling point | 115.0 °C (239.0 °F; 388.1 K)[1] |
| Basicity (pKb) | 8.04[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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The compound is commercially available as its hydrochloride salt. This can be produced by electrochemical reduction of nitromethane in hydrochloric acid using a copper anode and a graphite cathode.[2]
See also
References
- Bissot, T. C.; Parry, R. W.; Campbell, D. H. (1957). "The Physical and Chemical Properties of the Methylhydroxylamines". Journal of the American Chemical Society. 79 (4): 796–800. doi:10.1021/ja01561a005.
- Gan, Yongping; Zhang, Wenkui; Huang, Hui; Xia, Xinhui; Cheng, Yongsheng (2006). "Industrial Synthesis of N-Methylhydroxylamine Hydrochloride by Electrochemical Reduction of Nitromethane". Chinese Journal of Chemical Engineering. 14 (5): 649. doi:10.1016/S1004-9541(06)60129-8.
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