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319937

Sigma-Aldrich

N,N-Diméthylformamide

ACS reagent, ≥99.8%

Synonyme(s) :

DMF, NSC 5356

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About This Item

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

Qualité

ACS reagent

Niveau de qualité

200

Densité de vapeur

2.5 (vs air)

Pression de vapeur

2.7 mmHg ( 20 °C)

Pureté

≥99.8%

Forme

liquid

Température d'inflammation spontanée

833 °F

Limite d'explosivité

15.2 %

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)

Point d'ébullition

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

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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

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.

Solvant pour de nombreux composés organiques hydrophobes

Pictogrammes

FlameHealth hazardExclamation mark
GHS02,GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H226,H312 + H332,H319,H360D

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

Certificats d'analyse (COA)

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