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Dimethylacetamide

Dimethylacetamide
Skeletal formula of dimethylacetamide
Skeletal formula of dimethylacetamide
Ball and stick model of dimethylacetamide
Ball and stick model of dimethylacetamide
Names
Preferred IUPAC name
N,N-Dimethylacetamide
Identifiers
3D model (JSmol)
Abbreviations DMA, DMAC, DMAc[1]
1737614
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.389 Edit this at Wikidata
EC Number
  • 204-826-4
MeSH dimethylacetamide
RTECS number
  • AB7700000
UNII
  • InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3 checkY
    Key: FXHOOIRPVKKKFG-UHFFFAOYSA-N checkY
  • CN(C)C(C)=O
Properties
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
Miscible
log P −0.253
Vapor pressure 300 Pa
UV-vismax) 270 nm
1.4375
Viscosity 0.945 mPa·s [2]
Thermochemistry
178.2 J/(K·mol)
−300.1 kJ/mol
−2.5835–−2.5805 MJ/mol
Hazards
GHS labelling:
GHS07: Exclamation mark GHS08: Health hazard
Danger
H312, H319, H332, H360
P280, P308+P313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 63 °C (145 °F; 336 K)
490 °C (914 °F; 763 K)
Explosive limits 1.8–11.5%
Lethal dose or concentration (LD, LC):
2.24 g/kg (dermal, rabbit)
4.3 g/kg (oral, rat)
4.8 g/kg (oral, rat)
4.62 g/kg (oral, mouse)[4]
2475 ppm (rat, 1 h)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 10 ppm (35 mg/m3) [skin][3]
REL (Recommended)
TWA 10 ppm (35 mg/m3) [skin][3]
IDLH (Immediate danger)
300 ppm[3]
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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.

  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.
  3. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0218". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b "Dimethyl acetamide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

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