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142778

Sigma-Aldrich

N,N-Dimethylformamide diethyl acetal

95%

Synonym(s):

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

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About This Item

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

Quality Level

Assay

95%

form

liquid

refractive index

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

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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.

Application

N,N-Dimethylformamide diethyl acetal was used in quantification of cocaine and its primary metabolite, benzoyl ecgonine from urine matrix by gas chromatography.

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

82.4 °F - closed cup

Flash Point(C)

28 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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

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