Dinitromethane
 | |
 | |
| Names | |
|---|---|
| Preferred IUPAC name
Dinitromethane | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| CH2N2O4 | |
| Molar mass | 106.037 g·mol−1 |
| Appearance | Colorless liquid |
| Odor | Pleasant |
| Boiling point | 39 to 40 °C (102 to 104 °F; 312 to 313 K) (at 2 mmHg)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Dinitromethane is an organic compound with the chemical formula CH2(NO2)2.[2] 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.[1]
Synthesis
[edit]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.[1] 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
[edit]The transportation of dinitromethane is forbidden by the U.S. Department of Transportation.[6]
References
[edit]- 1 2 3 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.
- ↑ Linstrom, P. J.; Mallard, W. G. (eds.). "Dinitromethane". NIST Chemistry WebBook, NIST Standard Reference Database Number 69. NIST.
- ↑ Villiers, R. (1884). "Sur le bromure d'èthylène tétranitré". Bulletin de la Société Chimique de France. 41: 281.
- ↑ Duden, P. (1893). "Ueber das Dinitromethan". Berichte der Deutschen Chemischen Gesellschaft. 26 (3): 3003–3011. doi:10.1002/cber.189302603135.
- ↑ 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.
- ↑ "DOT Hazardous Materials". Archived from the original on 2012-04-10. Retrieved 2012-03-01.