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Merck
CN

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:
68-12-2
Molecular Weight:
73.09
UNSPSC Code:
12352111
NACRES:
NA.21
PubChem Substance ID:
329798705
EC Number:
200-679-5
Beilstein/REAXYS Number:
605365
MDL number:
MFCD00003284
Assay:
≥99%
Bp:
153 °C (lit.)
Vapor pressure:
2.7 mmHg ( 20 °C)

Key Documents

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Product Name

N,N-Dimethylformamide, ReagentPlus®, ≥99%

InChI key

ZMXDDKWLCZADIW-UHFFFAOYSA-N

InChI

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

SMILES string

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

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.)

Quality Level

100

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Application

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.

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.

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT4464
SHBT2518
SHBT1772
0000468540
0000468540

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Reaction of chloropyridazines with N,N -dimethylformamide.
Lee WS, et al.
Journal of Heterocyclic Chemistry, 37(6), 1591-1591 (2000)
N,N-dimethylformamide as a reaction medium for metal nanoparticle synthesis.
Pastoriza-Santos I and Liz-Marzan LM.
Advances in Functional Materials, 19(5), 679-688 (2009)
Capillary electrophoresis in N,N-dimethylformamide.
Porras SP and Kenndler E.
Electrophoresis, 26(17), 3279-3291 (2005)
Urea-N,N-dimethylformamide (3/1).
Fernandes P, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(12), 4861-4861 (2007)
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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