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Key Documents

M26305

Sigma-Aldrich

N-Methylacetamide

≥99%

Synonym(s):

Acetylmethylamine

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About This Item

Linear Formula:
CH3CONHCH3
CAS Number:
Molecular Weight:
73.09
Beilstein:
1071255
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

refractive index

n20/D 1.433 (lit.)

bp

204-206 °C (lit.)

mp

26-28 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

SMILES string

CNC(C)=O

InChI

1S/C3H7NO/c1-3(5)4-2/h1-2H3,(H,4,5)

InChI key

OHLUUHNLEMFGTQ-UHFFFAOYSA-N

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Application

N-Methylacetamide can be used:
  • To synthesize N-methyl-N-(3-thienyl)acetamide by reacting with 3-bromothiophene in the presence of CuI catalyst and N,N′-dimethylethylenediamine.(1)
  • As a ligand to synthesize the zirconium(IV) complex, Zr(MeC(O)NMe)4 by reacting with tetrakis(dimethylamido)zirconium.(2)

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

240.8 °F

Flash Point(C)

116 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Subrat Kumar Pattanayak et al.
The journal of physical chemistry. B, 115(45), 13241-13252 (2011-10-07)
The solvation structure and dynamics of ions in aqueous N-methylacetamide (NMA) solutions are calculated using classical molecular dynamics simulations. Our results are analyzed in terms of varying composition ranging from pure NMA to pure water. We also examined the effect
Subrat Kumar Pattanayak et al.
The Journal of chemical physics, 134(15), 154506-154506 (2011-04-26)
The structure and dynamical properties of liquid N-methylacetamides (NMA) are calculated at five different temperatures and at four different pressures using classical molecular dynamics simulations. Our results are analyzed in terms of pressure-induced changes in structural properties by investigating the
Aneta Buczek et al.
Journal of molecular modeling, 18(6), 2471-2478 (2011-10-22)
A linear correlation between harmonic and anharmonic frequencies of water calculated at B3LYP level of theory was observed with a number of basis sets. Similar relationships were found in both the gas phase and solution for several small molecules. The
Arend G Dijkstra et al.
The journal of physical chemistry. B, 115(18), 5392-5401 (2011-01-07)
The amide vibrational modes play an important role in energy transport and relaxation in polypeptides and proteins and provide us with spectral markers for structure and structural dynamics of these macromolecules. Here, we present a detailed model to describe the
Michael Harder et al.
ChemMedChem, 8(3), 397-404 (2013-01-29)
The less polar π-surface of protein amide groups is exposed in many receptor binding sites, either as part of the backbone or in Gln/Asn side chains. Using quantum chemical calculations and Protein Data Bank (PDB) searches on model systems, we

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