Dimethylacetamide
Chemical name	Dimethylacetamide
Other names	DMAc, DMA
Chemical formula	C4H9NO
SMILES	O=C(C)N(C)C
Molecular mass	87.12 g/mol
Appearance	Colorless liquid with faint ammonia odor
CAS number	127-19-5
Properties
Density	0.94 g/cm3
Melting point	-20 °C
Boiling point	164-166 °C
Viscosity	1.956 cP @ 25 °C
	1.279 cP @ 50 °C
	0.896 cP @ 75 °C
	0.661 cP @ 100 °C
Hazards
Main hazards	Toxic (T)
R-phrases	R61, R20/21
S-phrases	S53, S45
NFPA 704	Image File history File links Dimethylacetamide. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... The molecular mass (abbreviated MM) of a substance, called molecular weight and abbreviated as MW, is the mass of one molecule of that substance, relative to the unified atomic mass unit u (equal to 1/12 the mass of one atom of carbon-12). ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per volume. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... The pitch drop experiment at the University of Queensland. ... The examples and perspective in this article or section may not represent a worldwide view. ... R-phrases are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous substances and preparations. ... S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. ... NFPA 704 is a standard maintained by the U.S. National Fire Protection Association. ... Image File history File links NFPA_704. ... 0 2 0
Flash point	70 °C
Autoignition temperature	490 °C
RTECS number	AB7700000
Related compounds
Related Amides	N,N-Dimethylformamide
Related Compounds	Acetic acid Dimethylamine
Disclaimer and references

Dimethylacetamide (DMA or DMAc), also known as acetic acid-dimethylamide, N,N-dimethylacetamide or acetyldimethylamine, is a colorless, water miscible, high boiling, polar and hygroscopic liquid commonly used as a solvent in organic synthesis. DMA can be mixed with other solvents, such as alcohols, ethers, ketones, chlorinated and aromatic solvents. However it is very poorly miscible with aliphatic hydrocarbons. The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... The autoignition temperature of a substance is the lowest temperature at which a chemical will spontaneously combust in a normal atmosphere, without an external source of ignition, such as a flame or spark. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... Amide functional group In chemistry, an amide is one of two kinds of compounds: - the organic functional group characterized by a carbonyl group (C=O) linked to a nitrogen atom (N), or a compound that contains this functional group (pictured to the right); or - a particular kind of nitrogen anion. ... Dimethylformamide (DMF, N,N-dimethylformamide) is a clear liquid, miscible with water and majority of organic solvents. ... Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. ... Safety (MSDS) data for dimethylamine General Synonyms: N-methyl-methanamine Molecular formula: C2H7N CAS No: 124-40-3 EINECS No: 204-697-4 EC index no: 612-001-00-9 Physical data Appearance: colourless gas with strong ammonia-like smell Melting point: -92 C Boiling point: 7. ... Functional group of an alcohol molecule. ... Ether is the general name for a class of chemical compounds which contain an ether group — an oxygen atom connected to two (substituted) alkyl groups. ... Ketone group A ketone is either the functional group characterized by a carbonyl group linked to two other carbon atoms or a chemical compound that contains this functional group. ... In chemistry, an aromatic molecule is one in which electrons are free to cycle around circular arrangements of atoms, which are alternately singly and doubly bonded to one another. ... In chemistry, non-aromatic and non-cyclic (acyclic) organic compounds are called aliphatic. ...

The chemical reactions of dimethylacetamide are typical of disubstituted amides, therefore will hydrolize in the presence of acids and will undergo saponification when reacted with strong bases such as sodium hydroxide: Amide functional group In chemistry, an amide is one of two kinds of compounds: - the organic functional group characterized by a carbonyl group (C=O) linked to a nitrogen atom (N), or a compound that contains this functional group (pictured to the right); or - a particular kind of nitrogen anion. ... Hydrolysis is a chemical reaction or process in which a molecule is split into two parts by reacting with a molecule of water, which has the chemical formula H2O. One of the parts gets an OH- from the water molecule and the other part gets an H+ from the water. ... For other uses, see Acid (disambiguation). ... Sodium hydroxide (NaOH), also known as lye or caustic soda, is a caustic metallic base. ...

CH₃CON(CH₃)₂ + H₂O + HCl → CH₃COOH + (CH₃)₂NH·HCl

CH₃CON(CH₃)₂ + NaOH → CH₃COONa + (CH₃)₂NH

Dimethylacetamide is commonly used as a solvent for fibers or in the adhesive industry. It is also employed in the production of pharmaceuticals and plasticizers as a reaction medium.

DMA is a harmful liquid, particularly if exposure takes place by means of inhalation or contact with skin. It is considered to be a carcinogen, teratogen and a possible reproductive hazard.

External links

• Link page to external chemical sources.