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494488

Sigma-Aldrich

N,N-Dimethylformamide

biotech. grade, ≥99.9%

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
Beilstein:
605365
EC Number:
200-679-5
MDL number:
MFCD00003284
UNSPSC Code:
12352111
PubChem Substance ID:
329757455
NACRES:
NA.21

grade

biotech. grade

Quality Level

200

vapor density

2.5 (vs air)

vapor pressure

2.7 mmHg ( 20 °C)

Assay

≥99.9%

form

liquid

autoignition temp.

833 °F

expl. lim.

15.2 %

impurities

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

evapn. residue

<0.0005%

refractive index

n20/D 1.430 (lit.)

pH

7 (20 °C, 200 g/L)

bp

153 °C (lit.)

mp

−61 °C (lit.)

solubility

water: miscible

density

0.944 g/mL (lit.)

UV absorption

λ: 270 nm Amax: ≤1.0
λ: 275 nm Amax: ≤0.30
λ: 295 nm Amax: ≤0.10
λ: 310 nm Amax: ≤0.05
λ: 340 nm Amax: ≤0.01
λ: 400 nm Amax: ≤0.01

application(s)

peptide synthesis

storage temp.

room temp

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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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) has been used for the preparation of tetraformylcavitand precursor for generating octahedral nanocontainer.
Solvent for many hydrophobic organic compounds.

Packaging

View returnable container options.

Signal Word

Danger

Hazard Classifications

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

WGK

WGK 2

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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A simple one-pot multicomponent synthesis of an octahedral nanocontainer molecule.
Liu X and Warmuth R.
Nature Protocols, 2(5), 1288-1296 (2007)
N,N-Dimethylformamide: much more than a solvent.
Muzart J.
Tetrahedron, 65(40), 8313-8323 (2009)
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)
The dynamics of liquid formamide, N-methylformamide, N,N-dimethylformamide, and N,N-dimethylacetamide. A dielectric relaxation study.
Barthel J, et al.
Journal of Molecular Liquids, 98, 51-69 (2002)
Measurements and molecular interactions for N,N-dimethylformamide with ionic liquid mixed solvents.
Attri P, et al.
The Journal of Physical Chemistry B, 114(18), 6126-6133 (2010)
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