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Key Documents

473936

Sigma-Aldrich

N-Methylformamide

99%

Synonym(s):

N-Formylmethylamine

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About This Item

Linear Formula:
HCONHCH3
CAS Number:
Molecular Weight:
59.07
Beilstein:
1098352
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

refractive index

n20/D 1.432 (lit.)

bp

198-199 °C (lit.)

mp

−4 °C (lit.)

density

1.011 g/mL at 25 °C (lit.)

functional group

amide

SMILES string

[H]C(=O)NC

InChI

1S/C2H5NO/c1-3-2-4/h2H,1H3,(H,3,4)

InChI key

ATHHXGZTWNVVOU-UHFFFAOYSA-N

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General description

N-Methylformamide (NMF), a formamide derivative, is widely employed as an organic solvent. NMF molecule contains C=O and N-H groups, so it can act as a proton donor and acceptor. Its antitumor activities in mice have been assessed. Optical-heterodyne-detected optical Kerr effect (OHD-OKE) spectroscopic evaluation of NMF has been reported. Due to its important physical properties such as high dielectric constant, high solubility, low conductivity and amphiprotic nature, it is suitable for use as a separation medium in capillary electrophoresis studies.

Application

N-Methylformamide may be employed in the preparation of the following:
  • Li2S-P2S5 solid electrolytes (SE)
  • interlayer-condensed materials of protonated layered silicate (magadiite)
  • Li3PS4 solid electrolyte

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - 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)

231.8 °F - closed cup

Flash Point(C)

111 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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N-methylformamide as a separation medium in capillary electrophoresis.
Jansson M and Roeraade J.
Chromatographia, 40(3-4), 163-169 (1995)
Interlayer condensation of protonated layered silicate magadiite through refluxing in N-methylformamide.
Asakura Y, et al.
Bulletin of the Chemical Society of Japan, 88(9), 1241-1249 (2015)
Femtosecond dynamics of hydrogen-bonding solvents. Formamide and N-methylformamide in acetonitrile, DMF, and water.
Chang JY and Castner Jr EW.
J. Chem. Phys. , 99(1), 113-125 (1993)
Walther Caminati et al.
Physical chemistry chemical physics : PCCP, 12(35), 10230-10234 (2010-07-27)
We investigated the Fourier transform microwave spectra of the hydrated forms of N-methylformamide (NMF) in a supersonic expansion and assigned the rotational spectra of two mono-hydrated species. The conformation of each molecular complex was reliably determined on the basis of
Abdul Mutlib et al.
Chemical research in toxicology, 19(10), 1270-1283 (2006-10-17)
The inability to predict if a metabolically bioactivated compound will cause toxicity in later stages of drug development or post-marketing is of serious concern. One approach for improving the predictive success of compound toxicity has been to compare the gene

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