| Identification | More | [Name]
N-Methylacetamide | [CAS]
79-16-3 | [Synonyms]
ACETIC ACID METHYLAMIDE
ACETMETHYLAMIDE
ACETYL METHYLAMIDE
ACETYLMETHYLAMINE
dimethylcarboxamide
LABOTEST-BB LT00779190
N-ACETYLMETHYLAMINE
N-ACETYL-N-METHYLAMINE
NMA
N-METHYLACETAMIDE
Acetamide,N-methyl-
aceticacid,amide,n-methyl
Acetylmethylammine
CH3CONHCH3
methyl-acetamid
Methylacetamide
Monomethylacetamide
n-methyl-acetamid
N-Methylethanamide
n-monomethylacetamide | [EINECS(EC#)]
201-182-6 | [Molecular Formula]
C3H7NO | [MDL Number]
MFCD00008683 | [Molecular Weight]
73.09 | [MOL File]
79-16-3.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless liquid or solid | [Melting point ]
26-28 °C (lit.) | [Boiling point ]
204-206 °C (lit.) | [density ]
0.957 g/mL at 25 °C(lit.)
| [vapor pressure ]
12-3680Pa at 15-113℃ | [refractive index ]
n20/D 1.433(lit.)
| [Fp ]
227 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
miscible with ethanol, ether, acetone, water, chloroform, benzene | [form ]
Solid | [pka]
16.61±0.46(Predicted) | [color ]
Colourless | [PH]
7 (H2O) | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [explosive limit]
3.2-18.1%(V) | [Water Solubility ]
soluble | [BRN ]
1071255 | [Dielectric constant]
178.90000000000001 | [InChIKey]
OHLUUHNLEMFGTQ-UHFFFAOYSA-N | [LogP]
-1.05--0.7 at 25℃ | [CAS DataBase Reference]
79-16-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetamide, N-methyl-(79-16-3) | [EPA Substance Registry System]
79-16-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R61:May cause harm to the unborn child. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
2
| [RTECS ]
AC5960000
| [TSCA ]
Yes | [HS Code ]
29241900 | [Safety Profile]
Moderately toxic by
intraperitoneal and subcutaneous routes.
Mddly toxic by ingestion and intravenous
routes. An experimental teratogen.
Experimental reproductive effects. Mutation
data reported. When heated to
decomposition it emits toxic fumes of NOx. | [Hazardous Substances Data]
79-16-3(Hazardous Substances Data) | [Toxicity]
LD50 oral in rat: 5gm/kg |
| Hazard Information | Back Directory | [Chemical Properties]
colourless liquid or solid | [Uses]
N-Methylacetamide is used as a chemical intermediate in the production of life science, agrochemicals, electronic materials and construction materials. It is also used as a solvent, in electrochemistry. | [Definition]
ChEBI: A monocarboxylic acid amide that is the N-methyl derivative of acetamide. | [Production Methods]
Af-Methylacetamide has been prepared by reaction of methylamine with hot acetic acid (D'Alelio and Reid, 1937) and with acetic anhydride (Mauger and Soper, 1946). Other methods include heating iV,N-dimethylurea with acetic acid (US Patent, 1936) and reduction/hydrogenation of N-(hydroxymethyl)acetamide (US Patent, 1944). | [Industrial uses]
Even though N-methylacetamide shares many general physical and chemical properties with dimethylacetamide, it has not found the extensive industrial applications of the latter. N-methylacetamide dissolves many inorganic salts. | [Metabolism]
In a recent comparative toxicity and metabolism study on four formamides and on N-methylacetamide, the sole metabolite of N-methylacetamide in the urine of mice was identified as N-(hydroxymethyl)acetamide (Kestell et al 1987). There was no evidence of induction of hepatic drug metabolizing enzymes in rats following treatment with N-methylacetamide (Ackerman and Leibman, 1977). N-Methylacetamide influenced neither the sleeping time induced by hexobarbital nor the metabolism of hexobarbital or aniline. | [Purification Methods]
Fractionally distil it under vacuum, then fractionally crystallise it twice from its melt. Likely impurities include acetic acid, methyl amine and H2O. For a detailed purification procedure, see Knecht and Kolthoff, Inorg Chem 1 195 1962. Although N-methylacetamide is commercially available it is often extensively contaminated with acetic acid, methylamine, water and an unidentified impurity. The recommended procedure is to synthesise it in the laboratory by direct reaction. The gaseous amine is passed into hot glacial acetic acid, to give a partially aqueous solution of methylammonium acetate which is heated to ca 130o to expel water. Chemical methods of purification such as extraction by pet ether, treatment with H2SO4, K2CO3 or CaO can be used but are more laborious. Tests for purity include the Karl Fischer titration for water; this can be applied directly. Acetic acid and methylamine can be detected polarographically. In addition to the above, purification of N-methylacetamide can be achieved by fractional freezing, including zone melting, repeated many times, or by vacuum distillation under reduced pressures. For details of zone melting techniques, see Knecht in Recommended Methods for Purification of Solvents and Tests for Impurities, Coetzee Ed. Pergamon Press 1982.[Beilstein 4 IV 176.] |
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