Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

319937

Sigma-Aldrich

N,N-Dimethylformamide

ACS reagent, ≥99.8%

Synonym(s):

DMF, NSC 5356

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

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:
329753939
NACRES:
NA.07

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

Looking for similar products? Visit Product Comparison Guide

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.

Signal Word

Danger

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

N,N-Dimethylformamide Meets ACS Specifications, Meets Reagent Specifications for testing USP/NF monographs GR ACS

Supelco

DX1730

N,N-Dimethylformamide

Dichloromethane contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

Sigma-Aldrich

D65100

Dichloromethane

N,N-Dimethylformamide EMPARTA®

Supelco

1.03034

N,N-Dimethylformamide

Kun Liu et al.
Nanoscale, 4(20), 6574-6580 (2012-09-15)
Studies on the self-assembly of metal nanoparticles (NPs) in the presence of ions are motivated by the biosensing applications of NP clusters and the capability to control the morphology of clusters of oppositely charged NPs. The effect of ions has
Jun Nishida et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(52), 18442-18447 (2014-12-17)
The structural elasticity of metal-organic frameworks (MOFs) is a key property for their functionality. Here, we show that 2D IR spectroscopy with pulse-shaping techniques can probe the ultrafast structural fluctuations of MOFs. 2D IR data, obtained from a vibrational probe
L Piazza et al.
Nature communications, 6, 6407-6407 (2015-03-03)
Surface plasmon polaritons can confine electromagnetic fields in subwavelength spaces and are of interest for photonics, optical data storage devices and biosensing applications. In analogy to photons, they exhibit wave-particle duality, whose different aspects have recently been observed in separate
S Ollier et al.
Journal of dairy science, 97(8), 4942-4954 (2014-06-03)
A cow's risk of acquiring a new intramammary infection during the dry period increases with milk production at drying off and decreases as mammary gland involution progresses. A method commonly used to reduce milk production is a drastic reduction in
Guillaume E Beranger et al.
Endocrinology, 155(4), 1340-1352 (2014-02-11)
Osteoporosis and overweight/obesity constitute major worldwide public health burdens that are associated with aging. A high proportion of women develop osteoporosis and increased intraabdominal adiposity after menopause. which leads to bone fractures and metabolic disorders. There is no efficient treatment
View All Related Papers

Protocols

Protocols for the Fmoc SPPS of Cysteine-containing Peptides

Overcome challenges in synthesis and disulfide bond formation with protocols for Fmoc solid-phase peptide synthesis of peptides with cysteine and methionine.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service