319937

N,N-Diméthylformamide

ACS reagent, ≥99.8%

• Synonyme(s) : DMF, NSC 5356
• Formule linéaire : HCON(CH₃)₂
• CAS Number: 68-12-2
• Poids moléculaire : 73.09
• Beilstein: 605365
• Numéro CE : 200-679-5
• Numéro MDL: MFCD00003284
• Code UNSPSC : 12352111
• ID de substance PubChem : 329753939
• Nomenclature NACRES : NA.07

Propriétés

• Qualité: ACS reagent
• Niveau de qualité: 200
• Densité de vapeur: 2.5 (vs air)
• Pression de vapeur: 2.7 mmHg ( 20 °C)
• Essai: ≥99.8%
• Forme: liquid
• Température d'inflammation spontanée: 833 °F
• Limite d'explosivité: 15.2 %
• dilution: (for analytical testing)
• Impuretés: ≤0.0005 meq/g Titr. acid; ≤0.003 meq/g Titr. base; ≤0.15% water
• Résidus d'évap.: ≤0.005%
• Couleur: clear; APHA: ≤15
• Indice de réfraction: n20/D 1.430 (lit.)
• pH: 7 (20 °C, 200 g/L)
• pb: 153 °C (lit.)
• Pf: −61 °C (lit.)
• Densité: 0.944 g/mL (lit.)
• Chaîne SMILES: [H]C(=O)N(C)C
• InChI: 1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
• Clé InChI: ZMXDDKWLCZADIW-UHFFFAOYSA-N

Description

Description générale

N, N-Dimethylformamide (DMF) is an organic compound commonly used as a reagent as well as a solvent in organic synthesis. It plays multiple roles in various reactions such as formylating agent, dehydrating agent, reducing agent as well as a catalyst.

Application

Solvant pour de nombreux composés organiques hydrophobes

DMF can be used as:     

• A formylating agent for organometallic compounds.
• A reactant to prepare Vilsmeier reagent by reacting with phosphorus oxychloride.
• A reagent for amination of aryl chlorides in the presence of potassium t-butoxide.     
• A reducing agent for metal salts to prepare metal colloids.
• A catalyst for the regioselective silylation of unprotected carbohydrates.

DMF can also be used in the following:     

• DMF-Phosgene catalytic system is used to prepare alkyl halides from alcohols.      
• DMF-POCl₃ is used to convert acyclic and cyclic enolizable ketones to β-chloro-α, β-unsaturated aldehydes.
• DMF-POCl₃ is used to synthesize quinoline-3-carbaldehydes from acylanilides.      
• DMF-SOCl₂ combination is used to dehydrate oximes to nitriles.      
• DMF-Ag₂O converts α-bromopropionamides to oxazolidinones.
• DMF is frequently used as a solvent in many chemical reactions, which require a high solvency power.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H226,H312 + H332,H319,H360D
• Conseils de prudence: P210 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 135.5 °F - closed cup
• Point d'éclair (°C): 57.5 °C - closed cup