Structure via PubChem · Public domain (PubChem)
N,N-dimethylacetamide
Sign in to saveAlso known as Dimethyl acetamide, N,N-Dimethyl acetamide, DMAC, dimethylacetamide
Dimethylacetamide (DMAc or DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high-boiling liquid is commonly used as a polar solvent in organic synthesis. DMA is miscible with most other solvents, although it is poorly soluble in aliphatic hydrocarbons.
Chemical data
- Formula
- C4H9NO
- Molecular weight
- 87.12 g/mol
- IUPAC name
- N,N-dimethylacetamide
- SMILES
- CC(=O)N(C)C
- InChIKey
- FXHOOIRPVKKKFG-UHFFFAOYSA-N
- XLogP
- -0.8
- Polar surface area
- 20.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,045 papers- Health risks of N,N-dimethylacetamide (DMAC) in humans.Journal of occupational health · 2025
- Recent Uses of N,N-Dimethylformamide and N,N-Dimethylacetamide as Reagents.Molecules (Basel, Switzerland) · 2018
- Repurposing N,N-Dimethylacetamide (DMA), a Pharmaceutical Excipient, as a Prototype Novel Anti-inflammatory Agent for the Prevention and/or Treatment of Preterm Birth.Current pharmaceutical design · 2018
- N,N-dimethylacetamide targets neuroinflammation in Alzheimer's disease in in-vitro and ex-vivo models.Scientific reports · 2023
- A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants.Molecules (Basel, Switzerland) · 2021
via PubMed
Wikidata facts
- Subclass of
- carboxamides
- Has part
- carbon
- Mass
- 87.068
- Image
- DMA (extra dry).jpg
Show 15 more facts
- melting point
- -20.0
- chemical formula
- C₄H₉NO
- canonical SMILES
- CC(=O)N(C)C
- immediately dangerous to life or health
- 1068
- NIOSH Pocket Guide ID
- 0218
- density
- 0.94
- boiling point
- 165
- vapor pressure
- 2
- flash point
- 158
- lower flammable limit
- 1.8
- upper flammable limit
- 11.5
- ionization energy
- 8.81
- safety classification and labelling
- Regulation (EC) No. 1272/2008
- time-weighted average exposure limit
- 35
- Commons category
- Dimethylacetamide
via Wikidata · CC0
~4 min read
Encyclopedic overview
7 sectionsContents
- Synthesis and production
- Reactions and applications
- Toxicity
- Regulation
- See also
- References
- External links
Dimethylacetamide (DMAc or DMA) is the organic compound with the formula CH3C(O)N(CH3)2. This colorless, water-miscible, high-boiling liquid is commonly used as a polar solvent in organic synthesis. DMA is miscible with most other solvents, although it is poorly soluble in aliphatic hydrocarbons.
==Synthesis and production== DMA is prepared commercially by the reaction of dimethylamine with acetic anhydride or acetic acid. Dehydration of the salt of dimethylamine and acetic acid also furnishes this compound: CH3CO2H·HN(CH3)2 → H2O + CH3CON(CH3)2
Excerpted from Wikipedia’s “N,N-dimethylacetamide” article, available under the CC BY-SA 4.0 licence.