319937
N,N-Dimethylformamide
ACS reagent, ≥99.8%
Synonym(s):
DMF, NSC 5356
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About This Item
Linear Formula:
HCON(CH3)2
CAS Number:
Molecular Weight:
73.09
Beilstein:
605365
EC Number:
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.07
grade
ACS reagent
Quality Level
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
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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:
DMF can also be used in the following:
- 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.
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Description
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 3 - Repr. 1B
WGK
WGK 2
Regulatory Information
危险化学品
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