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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

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Liquid-phase synthesis of a Li3PS4 solid electrolyte using N-methylformamide for all-solid-state lithium batteries.
Teragawa S, et al.
Journal of Material Chemistry A, 2(14), 5095-5099 (2014)
Preparation of Li2S-P2S5 solid electrolyte from N-methylformamide solution and application for all-solid-state lithium battery.
Teragawa S, et al.
Journal of Power Sources, 248, 939-942 (2014)
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)
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)
Edward M Kosower et al.
The journal of physical chemistry. B, 113(16), 5622-5632 (2009-03-31)
N-methylformamide (NMF), the simplest model for peptides, exhibits hyperplectic (both simple and complex) behavior as revealed by thin film infrared spectroscopy on planar AgX [AgCl:AgBr] fiber. IR spectra (0.1 s scans) of 10 microg NMF/dichloromethane(DCM) under N(2) flow first show

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