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Merck

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)

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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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This Item
3312031993772438
N,N-Dimethylformamide ReagentPlus®, ≥99%

Sigma-Aldrich

D158550

N,N-Dimethylformamide

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

Sigma-Aldrich

33120

N,N-Dimethylformamide

N,N-Dimethylformamide ACS reagent, ≥99.8%

Sigma-Aldrich

319937

N,N-Dimethylformamide

N,N-Dimethylformamide analytical standard

Supelco

72438

N,N-Dimethylformamide

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

assay

≥99%

assay

≥99.8% (GC)

assay

≥99.8%

assay

≥99.9% (GC)

form

liquid

form

liquid

form

liquid

form

-

pH

6.7

pH

7 (20 °C, 200 g/L)

pH

7 (20 °C, 200 g/L)

pH

-

refractive index

n20/D 1.430 (lit.)

refractive index

n20/D 1.4290-1.4310, n20/D 1.430 (lit.)

refractive index

n20/D 1.430 (lit.)

refractive index

n20/D 1.430 (lit.)

expl. lim.

15.2 %

expl. lim.

15.2 %

expl. lim.

15.2 %

expl. lim.

15.2 %

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.[1]
  • Capillary electrophoresis.[2]
  • Regioselective synthesis of N,N-dimethylaminopyridzines.[3]
  • Synthesis of urea-N,N-dimethylformamide, a 3:1 solvate with urea.[4]
Solvent for many hydrophobic organic compounds.

General description

N,N-Dimethylformamide (DMF) is a polar organic solvent with a wide range of industrial applications.[5] It is a precursor for numerous reactions such as formylation, aminocarbonylation, amination, amidation and cyanation.[6] Along with phosphorus oxychloride, it forms Vilsmeier reagent used in the formylation of reactive aromatic and heteroaromatic substrates.[7] Dielectric relaxation experiments on DMF have been conducted between 238.15 K and 338.15K.[8] The thermophysical properties of the molecular interactions between DMF and the ionic liquids, ammonium salts and imidazolium salts have been studied.[9] The characteristics of solute-solvent interactions between ammonium nitrate and DMF have been investigated.[10]

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2518
SHBT1772
0000468540
0000468540
0000463609

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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)
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)
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)
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