Chemistry:Dinitromethane

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Dinitromethane is an organic compound with the chemical formula CH2(NO2)2.[1] Purified dinitromethane is a colorless liquid with a weak pleasant odor. It is relatively stable at room temperature and can be safely stored for months at 0 °C.[2]

Synthesis

The conjugate base of dinitromethane, dinitromethanide, was first prepared in 1884 by reduction of bromodinitromethane using hydrogen sulfide as its potassium salt.[3] Several years later, the neutral dinitromethane compound was prepared by reacting potassium dinitromethanide with hydrogen fluoride and diethyl ether.[2] Free dinitromethane was previously understood to be a pale, yellow oil that decomposed rapidly at ambient temperatures.[4] Several other synthetic methods for producing various dinitromethanide salts were later reported.[5]

Safety

The transportation of dinitromethane is forbidden by the U.S. Department of Transportation.[6]

References

  1. ↑ Linstrom, P. J.; Mallard, W. G., eds. "Dinitromethane". NIST Chemistry WebBook, NIST Standard Reference Database Number 69. NIST. http://webbook.nist.gov/cgi/cbook.cgi?ID=C625763&Mask=1. 
  2. ↑ 2.0 2.1 Legin, G. Ya.; Okhlobystina, L. V.; Fainzilberg, A. A. (1965). "Preparation of pure dinitromethane and its physical properties". Russian Chemical Bulletin 14 (12): 2190–2191. doi:10.1007/BF00846018. 
  3. ↑ Villiers, R. (1884). "Sur le bromure d'èthylène tétranitré". Bulletin de la Société Chimique de France 41: 281. 
  4. ↑ Duden, P. (1893). "Ueber das Dinitromethan". Berichte der Deutschen Chemischen Gesellschaft 26 (3): 3003–3011. doi:10.1002/cber.189302603135. https://zenodo.org/record/1425720. 
  5. ↑ Mondal, Subrata; Lal, Sohan; Kumbhakarna, Neeraj; Chowdhury, Arindrajit; Namboothiri, Irishi N. N.; Vaitheeswaran, G. (2025). "Experimental and Theoretical Study on the Structural and Energetic Properties of Potassium Dinitromethanide". Propellants, Explosives, Pyrotechnics 50 (10): 70–78. doi:10.1002/prep.70047. 
  6. ↑ "DOT Hazardous Materials". http://www.drs.illinois.edu/transportationandshipping/definitions.html. Retrieved 2012-03-01. 



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