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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/REAXYS Number:
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.)

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

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Repr. 1B

Storage Class

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

wgk_germany

WGK 1

flash_point_f

231.8 °F - closed cup

flash_point_c

111 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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)
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)
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)

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