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D158550

Sigma-Aldrich

N,N-Dimethylformamide

ReagentPlus®, ≥99%

Synonym(s):

DMF, NSC 5356

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500 ML
CN¥432.67
2.5 L
CN¥1,263.87
1 L
CN¥1,451.16
5 L
CN¥2,919.28
18 L
CN¥6,815.84

CN¥432.67


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500 ML
CN¥432.67
2.5 L
CN¥1,263.87
1 L
CN¥1,451.16
5 L
CN¥2,919.28
18 L
CN¥6,815.84

About This Item

Linear Formula:
HCON(CH3)2
CAS Number:
Molecular Weight:
73.09
Beilstein:
605365
EC Number:
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.21
Bp:
153 °C (lit.)
Vapor pressure:
2.7 mmHg ( 20 °C)

CN¥432.67


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vapor density

2.5 (vs air)

Quality Level

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)

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This Item
437573319937494488
assay

≥99%

assay

≥99.8%

assay

≥99.8%

assay

≥99.9%

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

form

liquid

form

liquid

form

liquid

form

liquid

bp

153 °C (lit.)

bp

153 °C (lit.)

bp

153 °C (lit.)

bp

153 °C (lit.)

impurities

≤0.1% Water (Karl Fischer)

impurities

≤0.0005 meq/g Titr. acid, ≤0.003 meq/g Titr. base, ≤0.15% water

impurities

≤0.0005 meq/g Titr. acid, ≤0.003 meq/g Titr. base, ≤0.15% water

impurities

≤0.0005 meq/g Titr. acid, ≤0.003 meq/g Titr. base, ≤0.005% (water), <8 ppm Free amines as dimethylamine

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

mp

−61 °C (lit.)

General description

N,N-Dimethylformamide (DMF) is a polar organic solvent with a wide range of industrial applications.[1] It is a precursor for numerous reactions such as formylation, aminocarbonylation, amination, amidation and cyanation.[2] Along with phosphorus oxychloride, it forms Vilsmeier reagent used in the formylation of reactive aromatic and heteroaromatic substrates.[3] Dielectric relaxation experiments on DMF have been conducted between 238.15 K and 338.15K.[4] The thermophysical properties of the molecular interactions between DMF and the ionic liquids, ammonium salts and imidazolium salts have been studied.[5] The characteristics of solute-solvent interactions between ammonium nitrate and DMF have been investigated.[6]

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.[7]
  • Capillary electrophoresis.[8]
  • Regioselective synthesis of N,N-dimethylaminopyridzines.[9]
  • Synthesis of urea-N,N-dimethylformamide, a 3:1 solvate with urea.[10]
Solvent for many hydrophobic organic compounds.

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

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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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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)
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)
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)

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