Edge Rewrite
// HTMLRewriter · presentation

This page was redesigned at the edge.

Cloudflare fetched the original article and streamed it through HTMLRewriter to apply an entirely new visual system without rebuilding the source page.

Jump to content

N-Methylhydroxylamine

From Wikipedia, the free encyclopedia
N-Methylhydroxylamine
N-methylhydroxylamine
N-methylhydroxylamine
N-methylhydroxylamine
N-methylhydroxylamine
Names
Preferred IUPAC name
N-Hydroxymethanamine
Other names
Methylhydroxylamine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/CH5NO/c1-2-3/h2-3H,1H3
    Key: CPQCSJYYDADLCZ-UHFFFAOYSA-N
  • CNO
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).

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.[2]

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.[3]

See also

[edit]

References

[edit]
  1. 1 2 3 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.
  2. Hughes, M. N.; Nicklin, H. G. (1971). "Autoxidation of hydroxylamine in alkaline solutions". Journal of the Chemical Society A: Inorganic, Physical, Theoretical: 164. doi:10.1039/j19710000164. ISSN 0022-4944.
  3. 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.
[edit]