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140732

N,N-Dimethylformamide dimethyl acetal

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

technical grade, 94%

Synonym(s):

1,1-Dimethoxy-N,N-dimethylmethylamine, 1,1-Dimethoxytrimethylamine

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About This Item

Linear Formula:

(CH₃)₂NCH(OCH₃)₂

CAS Number:

4637-24-5

Molecular Weight:

119.16

UNSPSC Code:

12352302

NACRES:

NA.22

PubChem Substance ID:

24848474

EC Number:

225-063-3

Beilstein/REAXYS Number:

506020

MDL number:

MFCD00008482

Assay:

94%

Form:

liquid

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Properties

grade

technical grade

Quality Level

200

assay

94%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.396 (lit.)

bp

102-103 °C/720 mmHg (lit.)

density

0.897 g/mL at 25 °C (lit.)

functional group

amine, ether

SMILES string

COC(OC)N(C)C

InChI

1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3

InChI key

ZSXGLVDWWRXATF-UHFFFAOYSA-N

Description

Application

N,N-Dimethylformamide dimethyl acetal (DMF-DMA) can be used as:

An organocatalyst for the synthesis of 1,2-disubstituted-3,4-dihydronaphthalenes by the reaction of vinylarenes and electron-deficient alkynes.
A building block for the preparation of heterocyclic compounds such as enamines and amidines via formylation of methylene and amino groups.
A reagent in the synthesis of 1,4-diaryl-piperazine-2,5-diones by reacting with chloroacetamides.
A reagent along with enamine and alkyne for the preparation of 2,3,4,5-tetrasubstituted pyridine derivatives by three-component coupling reaction in the presence of Me₃SiCl.

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pictograms

GHS02,GHS05,GHS07

signalword

Danger

hcodes

H225,H317,H318,H332

pcodes

P210 - P233 - P280 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Sens. 1

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

42.8 °F

flash_point_c

6 °C

ppe

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

Regulatory Information

危险化学品

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A highly efficient cycloaddition of vinylarenes with electron-deficient alkynes affording 1, 2-disubstituted-3, 4-dihydronaphthalenes catalysed by N, N-dimethylformamide dimethyl acetal

Jiang J-L, et al.

Organic & Biomolecular Chemistry, 5(12), 1854-1857 (2007)

Synthesis of 1, 4-Diaryl-piperazine-2, 5-diones: New Behavior of N, N-Dimethylformamide Dimethyl Acetal (DMFDMA)

Abu-Shanab FA, et al.

Synthetic Communications, 38(3), 376-382 (2008)

Dimethylformamide dimethyl acetal as a building block in heterocyclic synthesis