1,2-Dimethylhydrazine

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1,2-Dimethylhydrazine
Skeletal formula of 1,2-dimethylhydrazine with all implicit hydrogens shown
Ball and stick model of 1,2-dimethylhydrazine
Names
IUPAC name
1,2-Dimethylhydrazine[2]
Other names
  • N,N'-Dimethylhydrazine[1]
  • sym-Dimethylhydrazine[1]
  • Hydrazomethane[1]
Identifiers
3D model (JSmol)
Abbreviations SDMH[1]
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.149.162
KEGG
MeSH 1,2-Dimethylhydrazine
UNII
Properties[3]
C2H8N2
Molar mass 60.10 g·mol−1
Appearance Colourless liquid
Odor Ichtyal, ammoniacal
Density 827.4 kg m−3 (at 20 °C)
Melting point −9 °C (16 °F; 264 K)
Boiling point 87 °C; 188 °F; 360 K
Miscible
Thermochemistry
171.04 J K−1 mol−1
199.15 J K−1 mol−1
−1987–−1978 kJ mol−1
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1,2-Dimethylhydrazine, or symmetrical dimethylhydrazine, is the organic compound with the formula (CH3NH)2. It is one of the two isomers of dimethylhydrazine. Both isomers are colorless liquids at room temperature, with properties similar to those of methylamines. 1,2-Dimethylhydrazine is a potent carcinogen that acts as a DNA methylating agent. The compound has no commercial value, in contrast to its isomer, which is used as a rocket fuel.[4]

It is used to induce colon tumors in experimental animals - particularly mice and feline cell samples.[2][5][6]

See also[edit]

References[edit]

  1. ^ a b c d 74-79-3 1,2-Dimethylhydrazine
  2. ^ a b 1,2-Dimethylhydrazine from PubChem
  3. ^ Record of 1,2-Dimethylhydrazin in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 21 March 2008
  4. ^ Gangadhar Choudhary, Hugh Hansen (1998). "Human health perspective of environmental exposure to hydrazines: A review". Chemosphere. 37: 801–843. doi:10.1016/S0045-6535(98)00088-5. 
  5. ^ Cruse, J. P.; Lewin, M. R.; Ferulano, G. P.; Clark, C. G. (1978). "Co-carcinogenic effects of dietary cholesterol in experimental colon cancer". Nature. 276 (5690): 822–5. doi:10.1038/276822a0. PMID 723955. 
  6. ^ Wijnands, M.V.W. (1999). "A comparison of the effects of dietary cellulose and fermentable galacto-oligosaccharide, in a rat model of colorectal carcinogenesis: fermentable fibre confers greater protection than non-fermentable fibre in both high and low fat backgrounds". Carcinogenesis. 20 (4): 651–6. doi:10.1093/carcin/20.4.651. PMID 10223195.