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437573

Sigma-Aldrich

N,N-Dimethylformamide

ACS reagent, ≥99.8%

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Synonym(s):
DMF, NSC 5356
Linear Formula:
HCON(CH3)2
CAS Number:
Molecular Weight:
73.09
Beilstein:
605365
EC Number:
MDL number:
PubChem Substance ID:

grade

ACS reagent

Quality Level

vapor density

2.5 (vs air)

vapor pressure

2.7 mmHg ( 20 °C)

Assay

≥99.8%

form

liquid

autoignition temp.

833 °F

expl. lim.

15.2 %

technique(s)

electrophoresis: suitable

impurities

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

evapn. residue

≤0.005%

color

APHA: ≤15

refractive index

n20/D 1.430 (lit.)

pH

6.7

bp

153 °C (lit.)

mp

−61 °C (lit.)

solubility

water: miscible

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

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1 of 4

This Item
33120319937D4551
N,N-Dimethylformamide ACS reagent, ≥99.8%

Sigma-Aldrich

437573

N,N-Dimethylformamide

-
N,N-Dimethylformamide puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99.8% (GC)

Sigma-Aldrich

33120

N,N-Dimethylformamide

Essential Grade
N,N-Dimethylformamide ACS reagent, ≥99.8%

Sigma-Aldrich

319937

N,N-Dimethylformamide

Essential Grade
N,N-Dimethylformamide for molecular biology, ≥99%

Sigma-Aldrich

D4551

N,N-Dimethylformamide

-
vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor density

2.5 (vs air)

vapor pressure

2.7 mmHg ( 20 °C)

vapor pressure

2.7 mmHg ( 20 °C)

vapor pressure

2.7 mmHg ( 20 °C)

vapor pressure

2.7 mmHg ( 20 °C)

assay

≥99.8%

assay

≥99.8% (GC)

assay

≥99.8%

assay

≥99%

form

liquid

form

liquid

form

liquid

form

liquid

autoignition temp.

833 °F

autoignition temp.

833 °F

autoignition temp.

833 °F

autoignition temp.

833 °F

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 238.15K 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

N,N-Dimethylformamide (DMF) may be used in the following processes:
  • As a solvent synthesis of gold nanoparticles.
  • As a solvent in capillary electrophoresis.
  • Regioselective synthesis of N,N-dimethylaminopyridzines by reacting with choropyridazines.
  • Synthesis of urea-N,N-dimethylformamide, a 3:1 solvate with urea.
Solvent for many hydrophobic organic compounds.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Reaction of chloropyridazines with N,N -dimethylformamide.
Lee WS, et al.
Journal of Heterocyclic Chemistry, 37(6), 1591-1591 (2000)
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)
Preparation of gold nanoparticles in formamide and N,N-dimethylformamide in the presence of poly (amidoamine) dendrimers with surface methyl ester groups.
Esumi K, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 189(1), 155-161 (2001)
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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