Skip to Content
MilliporeSigma
All Photos(1)

Documents

40252

Sigma-Aldrich

N,N-Dimethylformamide diethyl acetal

for esterification of fatty acids, ≥95.0% (GC)

Synonym(s):

1,1-Diethoxy-N,N-dimethylmethylamine, 1,1-Diethoxytrimethylamine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2NCH(OC2H5)2
CAS Number:
Molecular Weight:
147.22
Beilstein/REAXYS Number:
741889
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (GC)

quality

for esterification of fatty acids

color

colorless to yellow

refractive index

n20/D 1.397-1.401
n20/D 1.400 (lit.)

bp

130-133 °C (lit.)

density

0.859 g/mL at 25 °C (lit.)

SMILES string

CCOC(OCC)N(C)C

InChI

1S/C7H17NO2/c1-5-9-7(8(3)4)10-6-2/h7H,5-6H2,1-4H3

InChI key

BWKAYBPLDRWMCJ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

N,N-Dimethylformamide diethyl acetal undergoes Me3SiCl-mediated three-component coupling reaction with alkyne to yield 2,3,4,5-tetrasubstituted pyridine derivatives.
N,N-Dimethylformamide diethyl acetal (DMF diethyl acetal) on reaction with butanol affords N,N-dimethylformamide dibutyl acetal. It participates in various alkylation, formylation, and aminomethylenation reactions. It has been synthesized from N,N-dialkyl(chloromethylene)ammonium chloride.

Application

N,N-Dimethylformamide diethyl acetal is a suitable reagent for the esterification of fatty acids. It is suitable reagent used in the quantification of cocaine and its primary metabolite, benzoyl ecgonine, from a urine matrix by gas chromatography.

Other Notes

Reagent for the esterification of fatty acids; Review

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

82.4 °F - closed cup

flash_point_c

28 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

N,N-Dimethylformamide Diethyl Acetal.
Pindur U.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
J.P. Thenot et al.
Analytical Letters, 217-217 (1972)
DeWolfe RH.
Carboxylic Ortho Acid Derivatives: Preparation and Synthetic Applications (Academic press), 14, 424-424 (2012)
Toshiaki Sasada et al.
The Journal of organic chemistry, 73(17), 6905-6908 (2008-07-30)
We have identified a Me3SiCl-mediated three-component coupling reaction of a functionalized enamine, N,N-dimethylformamide diethyl acetal, and an internal alkyne having an electron-withdrawing group that produces 2,3,4,5-tetrasubstituted pyridine derivatives in good to excellent yields via a single-step reaction.
N C Jain et al.
Journal of forensic sciences, 22(1), 7-16 (1977-01-01)
A gas chromatographic procedure has been developed for the simultaneous determination of cocaine and benzoyl ecgonine in urine specimens. The two drugs are extracted by isopropanol/chloroform from urine samples saturated with a bisalt buffer. The organic extract is evaporated to

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