Oxidation of 1,1-dimethylhydrazine (UDMH) in aqueous solution with air and hydrogen peroxide.
The degradation of 1,1-dimethylhydrazine (UDMH), a component of some rocket fuels, was investigated using atmospheric oxygen and hydrogen peroxide. The reactions were carried out in the presence and absence of copper catalysis and at varying pH. Reactions were also carried out in the presence of hydrazine, a constituent, along with UDMH, of the rocket fuel Aerozine-50. In the presence of copper, UDMH was degraded by air passed through the solution; the efficiency of degradation increased as the pH increased but the carcinogen N-nitrosodimethylamine (NDMA) was formed at neutral and alkaline pH. Oxidation was not seen in the absence of copper. Production of NDMA occurred even at copper concentrations of < 1 ppm. Oxidation of UDMH with hydrogen peroxide also gave rise to NDMA. When copper was absent degradation of UDMH did not occur at acid pH but when copper was present some degradation occurred at all pH levels investigated. The production of NDMA occurred mostly at neutral and alkaline pH. In general, higher concentrations of hydrogen peroxide and copper favored the production of NDMA. Dimethylamine, methanol, formaldehyde dimethylhydrazone, formaldehyde hydrazone, and tetramethyltetrazene were also produced. The last three compounds were tested and found to be mutagenic.
Lunn
G
G
PRI/DynCorp, Environmental Control and Research Program, NCI-Frederich Cancer Research and Development Center, MD 21702-1201.
Sansone
E B
EB
D003300:Copper; D004127:Dimethylhydrazines / Q000737:chemistry* / Q000494:pharmacology; D006861:Hydrogen Peroxide; D009152:Mutagenicity Tests; D010084:Oxidation-Reduction; D010100:Oxygen; D012486:Salmonella typhimurium / Q000187:drug effects
D004127:Dimethylhydrazines; C013958:dimazine; D003300:Copper; D006861:Hydrogen Peroxide; D010100:Oxygen