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: 605365
• EC Number: 200-679-5
• MDL number: MFCD00003284
• UNSPSC Code: 12352111
• PubChem Substance ID: 329798705
• NACRES: NA.21
• grade: reagent
• bp: 153 °C (lit.)
• vapor pressure: 2.7 mmHg ( 20 °C)

Properties

• grade: reagent
• Quality Level: 100
• 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.)
• 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.[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

Safety Information

• Pictograms: GHS02,GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H226,H312 + H332,H319,H360D
• Precautionary Statements: 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 Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 135.5 °F - closed cup
• Flash Point(C): 57.5 °C - closed cup