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8.03068

N,N-Dimethylformamide dimethyl acetal

for synthesis

Synonym(s):

N,N-Dimethylformamide dimethyl acetal, N,N-Dimethyldimethoxymethylamine, DMF-DMA

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About This Item

Linear Formula:
(CH3O)2CHN(CH3)2
CAS Number:
4637-24-5
Molecular Weight:
119.16
UNSPSC Code:
12352116
EC Index Number:
225-063-3
NACRES:
NA.22
MDL number:
MFCD00008482
Form:
liquid
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Quality Segment

200

form

liquid

autoignition temp.

155 °C

potency

>5000 mg/kg LD50, oral (Rat)

expl. lim.

1.3-17.7 % (v/v)

pH

7 ( in H2O)

mp

-85 °C

transition temp

flash point 6 °C

density

0.895 g/cm3 at 20 °C

storage temp.

2-30°C

SMILES string

[N+H](C(OC)OC)(C)C

InChI

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

InChI key

ZSXGLVDWWRXATF-UHFFFAOYSA-O

General description

N, N-Dimethylformamide dimethyl acetal (DMF-DMA) plays an important role in organic synthesis due to its higher reactivity.

  • As a methylating agent, DMF-DMA has been used in the synthesis of methyl esters from acids, methyl ethers, and thioethers from phenols and aromatic thiols.
  • DMF-DMA has been used as a formulating agent to synthesize enamines from active methylenes and active methyl groups, and amidines from amines and amides or thioamide.
  • It is also possible to produce heterocyclic compounds using DMF-DMA by cyclizing two functional groups.

Application

N,N-Dimethylformamide dimethyl acetal is used:

  • In the synthesis of spirooxindole and pyrazole scaffolds via [3+2] cycloaddition reaction of electron-deficient olefins-based pyrazole motif.
  • As a reagent in the synthesis of3-acetyl-4-arylquinoline-based enaminones under microwave irradiation.

Analysis Note

Assay (HClO₄): ≥ 96.0 %
Density (d 20 °C/ 4 °C): 0.893 - 0.897
Identity (IR): passes test

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Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

42.8 °F

flash_point_c

6 °C

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

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’.

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