Dimethylformamide
DMF, an N,N-disubstituted amide used as a polar aprotic solvent.
- Formula
- C3H7NO
- Functional group
- N-substituted amides
- Molar mass
- 73.09 g/mol
- Also known as
- N,N-dimethylformamide, Dimethyl formamide, N-Formyldimethylamine, Formamide, N,N-dimethyl-, Dimethylformamid, DMFA
Overview
DMF, an N,N-disubstituted amide used as a polar aprotic solvent.
Both nitrogen substituents are methyl groups, leaving no N–H bond. Amide delocalisation distinguishes its nitrogen from that of a simple tertiary amine. Its solvent effect on nucleophilic substitution depends on the nucleophile and the complete reaction system.
Identifiers
- Formula
- C3H7NO
- Functional group
- N-substituted amides
- Molar mass
- 73.09 g/mol
- Also known as
- N,N-dimethylformamide, Dimethyl formamide, N-Formyldimethylamine, Formamide, N,N-dimethyl-, Dimethylformamid, DMFA
Chemical identifiers
- SMILES
- CN(C)C=O
- InChI
- InChI=1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
- PubChem CID
- 6228
Properties
- Melting Point
- -60.3 °C
- Boiling Point
- 152.8 °C
- Relative density (water = 1)
- Relative density (water = 1): 0.95
- Water solubility
- Miscible with water and most common organic solvents
Related compounds
- N-substituted amides
DMF, an N,N-disubstituted amide used as a polar aprotic solvent.
References
- PubChem Compound Summary: Dimethylformamide (CID 6228)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Chemistry of amidesJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- OpenStax Organic Chemistry: Characteristics of the SN2 reactionJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- Hazardous Substances Data Bank (HSDB): Dimethylformamide — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6228#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-210
- Hazardous Substances Data Bank (HSDB): Dimethylformamide — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6228#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 94th Edition. CRC Press LLC, Boca Raton: FL 2013-2014, p. 3-210
- ILO-WHO International Chemical Safety Cards (ICSCs): Dimethylformamide — densityILO-WHO International Chemical Safety Cards (ICSCs)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6228#section=Density. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred.
- Hazardous Substances Data Bank (HSDB): Dimethylformamide — solubilityHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/6228#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 590