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142778

N,N-Dimethylformamide diethyl acetal

Name: <I>N</I>,<I>N</I>-Dimethylformamide diethyl acetal
Brand: ALDRICH

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:

1188-33-6

Molecular Weight:

147.22

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24848535

EC Number:

214-707-9

Beilstein/REAXYS Number:

741889

MDL number:

MFCD00009227

Assay:

95%

Form:

liquid

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Properties

Quality Level

100

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.)

functional group

amine, ether

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

Description

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.

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pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P370 + P378

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品

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Me3SiCl-promoted three-component coupling reaction of a functionalized enamine, an acetal, and an alkyne: an unprecedented approach to the synthesis of tetrasubstituted pyridines via a [3 + 2 + 1] intermolecular cyclization.

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.

Simultaneous determination of cocaine and benzoyl ecgonine in urine by gas chromatography with on-column alkylation.

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

Global Trade Item Number

SKU	GTIN
142778-50G	04061838734471
142778-10G	04061838734464