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methoxyamine : ウィキペディア英語版
methoxyamine

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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.
==Synthesis==
Methoxyamine is prepared via ''O''-alkylation of hydroxylamine derivatives. For example, it is obtained by ''O''-methylation of acetone oxime followed by hydrolysis or the ''O''-methylated oxime:〔Review: Houben-Weyl, Methoden der organische Chemie, vol 10.1, p 1186. Patent: Klein, Ulrich; Buschmann, Ernst; Keil, Michael; Goetz, Norbert; Hartmann, Horst "Process for preparing O-substituted hydroxylammonium salts." Ger. Offen. to BASF, (1994), DE 4233333 A1 19940407.〕
:(CH3)2CNOCH3 + H2O → (CH3)2CO + H2NOCH3
The other broad method involves methanololysis of hydroxylamine sulfonates:
:H2NOSO3 + CH3OH → H2NOCH3 + HSO4

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