Merck
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D158550

Sigma-Aldrich

N,N-Dimethylformamide

ReagentPlus®, ≥99%

Sinónimos:
DMF, NSC 5356
Fórmula lineal:
HCON(CH3)2
Número de CAS:
Peso molecular:
73.09
Beilstein:
605365
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.21

Nivel de calidad

100

densidad de vapor

2.5 (vs air)

presión de vapor

2.7 mmHg ( 20 °C)

línea de producto

ReagentPlus®

ensayo

≥99%

formulario

liquid

temp. de autoignición

833 °F

lim. expl.

15.2 %

impurezas

≤0.1% Water (Karl Fischer)

índice de refracción

n20/D 1.430 (lit.)

pH

6.7

bp

153 °C (lit.)

mp

−61 °C (lit.)

densidad

0.944 g/mL (lit.)

SMILES string

[H]C(=O)N(C)C

InChI

1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3

InChI key

ZMXDDKWLCZADIW-UHFFFAOYSA-N

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Descripción general

N,N-Dimethylformamide (DMF) is a polar organic solvent with a wide range of industrial applications. It is a precursor for numerous reactions such as formylation, aminocarbonylation, amination, amidation and cyanation. Along with phosphorus oxychloride, it forms Vilsmeier reagent used in the formylation of reactive aromatic and heteroaromatic substrates. Dielectric relaxation experiments on DMF have been conducted between 238.15 K and 338.15K. The thermophysical properties of the molecular interactions between DMF and the ionic liquids, ammonium salts and imidazolium salts have been studied. The characteristics of solute-solvent interactions between ammonium nitrate and DMF have been investigated.

Aplicación

N,N-Dimethylformamide has been used in the to prepare pure polyurethane as well as nanocomposite solutions.
It may be used in the following processes:
  • Synthesis of gold nanoparticles.
  • Capillary electrophoresis.
  • Regioselective synthesis of N,N-dimethylaminopyridzines.
  • Synthesis of urea-N,N-dimethylformamide, a 3:1 solvate with urea.
Solvent for many hydrophobic organic compounds.

Envase

1, 4 L in glass bottle
18 L in steel drum
5 L in poly drum

Otras notas

A Greener alternative is available for many DMF applications, Cyrene (807796)

Información legal

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Palabra de señalización

Danger

Clasificaciones de peligro

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B

Código de clase de almacenamiento

3 - Flammable liquids

WGK

WGK 2

Punto de inflamabilidad F

135.5 °F - closed cup

Punto de inflamabilidad C

57.5 °C - closed cup

Certificado de Análisis

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Certificado de origen

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Urea-N,N-dimethylformamide (3/1).
Fernandes P, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(12), 4861-4861 (2007)
Capillary electrophoresis in N,N-dimethylformamide.
Porras SP and Kenndler E.
Electrophoresis, 26(17), 3279-3291 (2005)
Reaction of chloropyridazines with N,N -dimethylformamide.
Lee WS, et al.
Journal of Heterocyclic Chemistry, 37(6), 1591-1591 (2000)
N,N-Dimethylformamide: much more than a solvent.
Muzart J.
Tetrahedron, 65(40), 8313-8323 (2009)
Review article on Vilsmeier Haack reaction and its Applications.
Beniwal M and Jain N.
European Journal of Biomedical AND Pharmaceutical sciences, 2(3), 1340-1374 (2015)

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