185884

Sigma-Aldrich

N,N-Dimethylacetamide

ReagentPlus®, ≥99%

Synonym(s):
DMAc
Linear Formula:
CH3CON(CH3)2
CAS Number:
Molecular Weight:
87.12
Beilstein/REAXYS Number:
1737614
EC Number:
MDL number:
eCl@ss:
39031204
PubChem Substance ID:
NACRES:
NA.21

Quality Level

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.)

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.

Packaging

500, 6×500 mL in glass bottle
2.5 L in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

hazcat

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

storage_class_code

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

WGK Germany

WGK 2

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Solutions of cellulose in N, N-dimethylacetamide/lithium chloride studied by light scattering methods.
Roder T, et al.
Polymer, 42(16), 6765-6773 (2001)
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...

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