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185884

Sigma-Aldrich

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
Beilstein:
1737614
EC Number:
204-826-4
MDL number:
MFCD00008686
UNSPSC Code:
12352111
eCl@ss:
39031204
PubChem Substance ID:
329751718
NACRES:
NA.21

vapor density

3 (vs air)

Quality Level

100

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.)

SMILES string

CN(C)C(C)=O

InChI

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

InChI key

FXHOOIRPVKKKFG-UHFFFAOYSA-N

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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.

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.

Legal Information

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

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H312 + H332,H319,H360D

Hazard Classifications

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

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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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)
Isolation and reactions of. alpha.-lithio N, N-dimethylacetamide.
Woodbury RP and Rathke MW
The Journal of Organic Chemistry, 42(10), 1688-1690 (1977)
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
Transparent conductive electrodes.
YK and Chen J.
Materials for Flexible and Printed Electronics , 1(840), 6-6 (2014)
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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