D158550
N,N-Dimethylformamide
ReagentPlus®, ≥99%
Synonym(s):
DMF, NSC 5356
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About This Item
Linear Formula:
HCON(CH3)2
CAS Number:
Molecular Weight:
73.09
UNSPSC Code:
12352111
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-679-5
Beilstein/REAXYS Number:
605365
MDL number:
Assay:
≥99%
Bp:
153 °C (lit.)
Vapor pressure:
2.7 mmHg ( 20 °C)
Quality Level
vapor density
2.5 (vs air)
vapor pressure
2.7 mmHg ( 20 °C)
product line
ReagentPlus®
assay
≥99%
form
liquid
autoignition temp.
833 °F
expl. lim.
15.2 %
dilution
(for general lab use)
impurities
≤0.1% Water (Karl Fischer)
refractive index
n20/D 1.430 (lit.)
pH
6.7
bp
153 °C (lit.)
mp
−61 °C (lit.)
density
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
General description
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.
Application
Solvent for many hydrophobic organic compounds.
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:
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.
Other Notes
A Greener alternative is available for many DMF applications, Cyrene (807796)
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
135.5 °F - closed cup
flash_point_c
57.5 °C - closed cup
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Reaction of chloropyridazines with N,N -dimethylformamide.
Lee WS, et al.
Journal of Heterocyclic Chemistry, 37(6), 1591-1591 (2000)
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)