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Unsymmetrical dimethylhydrazine
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Unsymmetrical dimethylhydrazine : ウィキペディア英語版
Unsymmetrical dimethylhydrazine

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Unsymmetrical dimethylhydrazine (UDMH; 1,1-dimethylhydrazine) is a chemical compound with the formula H2NN(CH3)2. It is a colourless liquid, with a sharp, fishy, ammoniacal smell typical for organic amines. Samples turn yellowish on exposure to air and absorb oxygen and carbon dioxide. It mixes completely with water, ethanol, and kerosene. In concentration between 2.5% and 95% in air, its vapors are flammable. It is not sensitive to shock. 1,2-Dimethylhydrazine (CH3NHNH(CH3)) is also known but is not as useful.〔
==Production==
UDMH is produced industrially by two routes.〔Jean-Pierre Schirmann, Paul Bourdauducq "Hydrazine" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. .〕 One, based on the Olin Raschig process, involves reaction of chloramine with dimethylamine. This method gives the hydrochloride of the hydrazine:
:(CH3)2NH + NH2Cl → (CH3)2NNH2 + HCl
Alternatively, acetylhydrazine can be N-methylated using formaldehyde to give the N,N-dimethyl-N'-acetylhydrazine, which can subsequently be hydrolyzed:
:CH3C(O)NHNH2 + 2 CH2O + 2 H2 → CH3C(O)NHN(CH3)2 + 2 H2O
:CH3C(O)NHN(CH3)2 + H2O → CH3COOH + H2NN(CH3)2

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