Dimethylacetamide

Dimethylacetamide
Names
	Preferred IUPAC name N,N-Dimethylacetamide
Identifiers
CAS Number	127-19-5 ;
3D model (JSmol)	Interactive image;
Abbreviations	DMA, DMAC, DMAc
Beilstein Reference	1737614
ChEBI	CHEBI:84254 ;
ChEMBL	ChEMBL11873 ;
ChemSpider	29107 ;
ECHA InfoCard	100.004.389
EC Number	204-826-4;
MeSH	dimethylacetamide
PubChem CID	31374;
RTECS number	AB7700000;
UNII	JCV5VDB3HY ;
CompTox Dashboard (EPA)	DTXSID5020499 ;
	InChI InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3 Key: FXHOOIRPVKKKFG-UHFFFAOYSA-N ;
	SMILES CN(C)C(C)=O;
Properties
Chemical formula	C4H9NO
Molar mass	87.122 g·mol−1
Appearance	Colorless liquid
Odor	Ammoniacal
Density	0.937 g/mL
Melting point	−20 °C (−4 °F; 253 K)
Boiling point	165.1 °C; 329.1 °F; 438.2 K
Solubility in water	Miscible
log P	−0.253
Vapor pressure	300 Pa
UV-vis (λmax)	270 nm
Refractive index (nD)	1.4375
Viscosity	0.945 mPa·s
Thermochemistry
Heat capacity (C)	178.2 J/(K·mol)
Std enthalpy of; formation (ΔfH⦵298)	−300.1 kJ/mol
Std enthalpy of; combustion (ΔcH⦵298)	−2.5835–−2.5805 MJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H312, H319, H332, H360
Precautionary statements	P280, P308+P313
NFPA 704 (fire diamond)	2 2 0
Flash point	63 °C (145 °F; 336 K)
Autoignition; temperature	490 °C (914 °F; 763 K)
Explosive limits	1.8–11.5%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	2.24 g/kg (dermal, rabbit); 4.3 g/kg (oral, rat); 4.8 g/kg (oral, rat); 4.62 g/kg (oral, mouse)
LC50 (median concentration)	2475 ppm (rat, 1 h)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 10 ppm (35 mg/m3) [skin]
REL (Recommended)	TWA 10 ppm (35 mg/m3) [skin]
IDLH (Immediate danger)	300 ppm
Related compounds
Related compounds	dimethylformamide; acetamide; methylpyrrolidone;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.

^ Munro, D. D.; Stoughton, R. B. (1965). "Dimethylacetamide (DMAC) and Dimethylformamide (DMFA). Effect on Percutaneous Absorption". Archives of Dermatology. 92 (5): 585–586. doi:10.1001/archderm.1965.01600170101020. PMID 5844405.
^ Iloukhani, H., K. Khanlarzadeh. "Densities, viscosities, and refractive indices for binary and ternary mixtures of N, N-dimethylacetamide (1)+ 2-methylbutan-2-ol (2)+ ethyl acetate (3) at 298.15 K for m liquid region and at ambient pressure". Journal of Chemical & Engineering Data, 51.4 (2006): 1226–1231. doi:10.1021/je050538q.
^ ^a ^b ^c NIOSH Pocket Guide to Chemical Hazards. "#0218". National Institute for Occupational Safety and Health (NIOSH).
^ ^a ^b "Dimethyl acetamide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[1] Munro, D. D.; Stoughton, R. B. (1965). "Dimethylacetamide (DMAC) and Dimethylformamide (DMFA). Effect on Percutaneous Absorption". Archives of Dermatology. 92 (5): 585–586. doi:10.1001/archderm.1965.01600170101020. PMID 5844405.

[2] Iloukhani, H., K. Khanlarzadeh. "Densities, viscosities, and refractive indices for binary and ternary mixtures of N, N-dimethylacetamide (1)+ 2-methylbutan-2-ol (2)+ ethyl acetate (3) at 298.15 K for m liquid region and at ambient pressure". Journal of Chemical & Engineering Data, 51.4 (2006): 1226–1231. doi:10.1021/je050538q.

[PGCH-3] NIOSH Pocket Guide to Chemical Hazards. "#0218". National Institute for Occupational Safety and Health (NIOSH).

[IDLH-4] "Dimethyl acetamide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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