D158550

N,N-Dimethylformamide

ReagentPlus^®, ≥99%

• Synonym(s): DMF, NSC 5356
• Linear Formula: HCON(CH₃)₂
• CAS Number: 68-12-2
• Molecular Weight: 73.09
• Beilstein/REAXYS Number: 605365
• EC Number: 200-679-5
• MDL number: MFCD00003284
• UNSPSC Code: 12352111
• PubChem Substance ID: 329798705
• NACRES: NA.21

Properties

• vapor density: 2.5 (vs air)
• Quality Level: 100
• vapor pressure: 2.7 mmHg ( 20 °C)
• product line: ReagentPlus^®
• assay: ≥99%
• form: liquid
• autoignition temp.: 833 °F
• expl. lim.: 15.2 %
• 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.)
• SMILES string: [H]C(=O)N(C)C
• InChI: 1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
• InChI key: ZMXDDKWLCZADIW-UHFFFAOYSA-N

Description

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.

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.

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

Safety Information

• pictograms: GHS02,GHS08,GHS07
• signalword: Danger
• hcodes: H226,H312 + H332,H319,H360D
• pcodes: P210 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 135.5 °F - closed cup
• flash_point_c: 57.5 °C - closed cup