Unsymmetrical dimethylhydrazine

Unsymmetrical dimethylhydrazine (abbreviated as UDMH; also known as 1,1-dimethylhydrazine, heptyl or Geptil) is a chemical compound with the formula H2NN(CH3)2 that is primarily used as a rocket propellant.

[4] At room temperature, UDMH is a colorless liquid, with a sharp, fishy, ammonia-like smell typical of organic amines.

[6][7][8] In 1875, UDMH was first prepared by Emil Fischer, who discovered and named the class of hydrazines, by reducing N-Nitrosodimethylamine with zinc in boiling acetic acid.

[5] Based on the Olin Raschig process, one method involves reaction of monochloramine with dimethylamine giving 1,1-dimethylhydrazinium chloride: In the presence of suitable catalysts, acetylhydrazine can be N-dimethylated using formaldehyde and hydrogen to give the N,N-dimethyl-N'-acetylhydrazine, which can subsequently be hydrolyzed: UDMH is often used in hypergolic rocket fuels as a bipropellant in combination with the oxidizer nitrogen tetroxide and less frequently with IRFNA (inhibited red fuming nitric acid) or liquid oxygen.

[19] One such instance was the Nedelin catastrophe in 1960 when UDMH and dinitrogen tetroxide leaked from a rocket after an explosion and killed a number of bystanders through burn injuries and its toxicity.

Skeletal formula of unsymmetrical dimethylhydrazine with some implicit hydrogens shown
Skeletal formula of unsymmetrical dimethylhydrazine with some implicit hydrogens shown
Ball and stick model of unsymmetrical dimethylhydrazine
Ball and stick model of unsymmetrical dimethylhydrazine
NFPA 704 four-colored diamond Health 4: Very short exposure could cause death or major residual injury. E.g. VX gas Flammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasoline Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazards (white): no code