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Merck
CN

185884

N,N-Dimethylacetamide

ReagentPlus®, ≥99%

Synonym(s):

DMAc

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About This Item

Linear Formula:
CH3CON(CH3)2
CAS Number:
127-19-5
Molecular Weight:
87.12
NACRES:
NA.21
PubChem Substance ID:
329751718
eCl@ss:
39031204
UNSPSC Code:
12352111
EC Number:
204-826-4
MDL number:
MFCD00008686
Beilstein/REAXYS Number:
1737614

Key Documents

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Product Name

N,N-Dimethylacetamide, ReagentPlus®, ≥99%

InChI key

FXHOOIRPVKKKFG-UHFFFAOYSA-N

InChI

1S/C4H9NO/c1-4(6)5(2)3/h1-3H3

SMILES string

CN(C)C(C)=O

vapor density

3 (vs air)

vapor pressure

2 mmHg ( 25 °C)
4 mmHg ( 38 °C)

product line

ReagentPlus®

assay

≥99%

form

liquid

autoignition temp.

914 °F

expl. lim.

1.8 %, 100 °F
11.5 %, 160 °F

refractive index

n20/D 1.437 (lit.)

pH

4 (20 °C, 200 g/L)

bp

164.5-166 °C (lit.)

mp

−20 °C (lit.)

density

0.937 g/mL at 25 °C (lit.)

Quality Level

100

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Application

N,N-Dimethylacetamide (DMAc) has been employed as an organic solvent for the liquid-phase exfoliation of pristine graphene from bulk graphite.
It may be used to compose the solvent system along with lithium chloride (LiCl) for the dissolution of commercial rayon grade cellulose. DMAc/LiCl solvent mixtures have been used for the preparation of chitin, cellulose and polyimide fibers and films.
N,N-Dimethylacetamide may be used in the preparation of α-lithio N,N-dimethylacetamide. DMAc along with palladium chloride forms an efficient catalytic system for the oxidation of several internal olefins to carbonyl compounds without undergoing isomerization.

General description

N,N-Dimethylacetamide (DMAc) is widely used to compose the solvent mixtures for cellulose. Static and dynamic light scattering studies of the cellulose dissolved in varying concentrations of DMAc/LiCl mixtures have been reported.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Irrit. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

flash_point_f

147.2 °F - closed cup

flash_point_c

64 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0326
SHBT2045
BCCN6822
BCCN1979
SHBS7078

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Isolation and reactions of. alpha.-lithio N, N-dimethylacetamide.
Woodbury RP and Rathke MW
The Journal of Organic Chemistry, 42(10), 1688-1690 (1977)
Wacker-Type Oxidation of Internal Olefins Using a PdCl2/N,N-Dimethylacetamide Catalyst System under Copper-Free Reaction Conditions.
Mitsudome T, et al.
Angewandte Chemie (International Edition in English), 49(7), 1238-1240 (2010)
Transparent conductive electrodes.
YK and Chen J.
Materials for Flexible and Printed Electronics , 1(840), 6-6 (2014)
B Tosh et al.
Carbohydrate research, 327(3), 345-352 (2000-08-17)
Commercial rayon grade cellulose was dissolved in the lithium chloride-N,N-dimethylacetamide (LiCl-DMAc) solvent system and esterified with acetic anhydride using p-toluenesulfonyl chloride (p-TsCl) and pyridine as catalysts. The reaction temperature was varied from 28 to 70 degrees C and the time
Solutions of cellulose in N, N-dimethylacetamide/lithium chloride studied by light scattering methods.
Roder T, et al.
Polymer, 42(16), 6765-6773 (2001)
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