Sigma-Aldrich 319937 N,N-Dimethylformamide ACS reagent, ≥99.8% 2.5 L
| Sigma-Aldrich 319937 N,N-Dimethylformamide ACS reagent, ≥99.8% 2.5 L |
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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
PubChem Substance ID: 329753939
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PROPERTIES
grade ACS reagent
Quality Level 200
vapor density 2.5 (vs air)
vapor pressure 2.7 mmHg (20 °C)
assay ≥99.8%
form liquid
autoignition temp. 833 °F
expl. lim. 15.2 %
impurities
≤0.0005 meq/g Titr. acid
≤0.003 meq/g Titr. base
≤0.15% water
evapn. residue ≤0.005%
color clear, APHA: ≤15
refractive index n20/D 1.430 (lit.)
pH 7 (20 °C, 200 g/L)
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 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. Solvent for many hydrophobic organic compounds.
Packaging
500 mL in glass bottle
1, 6×1, 2.5, 4, 4×4 L in glass bottle
4×4 L in poly bottle
18 L in steel drum
56 L in Pure-Pac™ 1
200 L in composite drum |