Dimethylformamide sample and bottle
| IUPAC name
| Other names
|Molar mass||73.10 g/mol|
|Odor|| None (fresh)|
Fishy, amoniacal (old)
|Melting point||−60.5 °C (−76.9 °F; 212.7 K)|
|Boiling point||152 to 154 °C (306 to 309 °F; 425 to 427 K)|
|Solubility||Miscible with ethanol, toluene|
|Vapor pressure||516 Pa|
Std enthalpy of
|−240.6–−238.2 kJ mol−1|
|Safety data sheet||LabChem|
|Flash point||58 °C|
|Lethal dose or concentration (LD, LC):|
LD50 (Median dose)
| 1.5 g kg−1 (dermal, rabbit)|
2.8 g kg−1 (oral, rat)
3.7 g/kg (mouse, oral)
3.5 g/kg (rat, oral)
LC50 (Median concentration)
|3092 ppm (mouse, 2 hr)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethylformamide or N,N-dimethylformamide is an organic compound with the formula (CH3)2NC(O)H.
DMF penetrates most types of plastic and causes them to swell.
Dimethylformamide is an odorless, colorless liquid, miscible with water and most organic liquids. Technical grade or degraded samples often have a fishy smell due to impurities, such as dimethylamine, though obtaining completely 100% odorless DMF is extremely difficult due to dimethylamine's strong odor and is not always done.
DMF is sold by various chemical suppliers.
Dimethylformamide can be synthesized from methyl formate and dimethylamine or by reaction of dimethylamine with carbon monoxide. Another route involves carbon dioxide, hydrogen and dimethylamine, in the presence of CuO/ZnO catalyst.
- Acyl halide synthesis
- Make cadaverine
- Make dimethylamine
DMF has been linked to cancer in humans, and it is thought to cause birth defects.
DMF should be kept in closed bottles, away from any acidic vapors. DMF will slowly break down to release dimethylamine.
DMF should be mixed with a more flammable solvent and safely burned.
- Weissermel, K.; Arpe, H.-J. (2003). Industrial Organic Chemistry: Important Raw Materials and Intermediates. Wiley-VCH. pp. 45–46