Methoxyamine

Methoxyamine is the organic compound with the formula CH3ONH2. Also called O-methylhydroxylamine, it a colourless volatile liquid that is soluble in polar organic solvents and in water. It is a derivative of hydroxylamine with the hydroxyl hydrogen replaced by a methyl group. Alternatively, it can be viewed as a derivative of methanol with the hydroxyl hydrogen replaced by an amino group. It is an isomer of N-methylhydroxylamine and aminomethanol. It decomposes in an exothermic reaction (-56 kJ/mol) to methane and azanone unless stored as a hydrochloride salt. Methoxyamine is the organic compound with the formula CH3ONH2. Also called O-methylhydroxylamine, it a colourless volatile liquid that is soluble in polar organic solvents and in water. It is a derivative of hydroxylamine with the hydroxyl hydrogen replaced by a methyl group. Alternatively, it can be viewed as a derivative of methanol with the hydroxyl hydrogen replaced by an amino group. It is an isomer of N-methylhydroxylamine and aminomethanol. It decomposes in an exothermic reaction (-56 kJ/mol) to methane and azanone unless stored as a hydrochloride salt. Methoxyamine is prepared via O-alkylation of hydroxylamine derivatives. For example, it is obtained by O-methylation of acetone oxime followed by hydrolysis of the O-methylated oxime: The other broad method involves methanolysis of hydroxylamine sulfonates: