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D137510

Sigma-Aldrich

N,N-Dimethylacetamide

ReagentPlus®, 99%

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About This Item

Linear Formula:
CH3CON(CH3)2
CAS Number:
Molecular Weight:
87.12
Beilstein:
1737614
EC Number:
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.21

vapor density

3 (vs air)

Quality Level

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 a water-miscible organic solvent used in the synthesis of styrene′s, vinyl resins, linear polyesters, acrylic fibers, plastics, pesticides, and synthetic leather. Additionally, it is utilized in the production of adhesives, films, and paint. It participates in dehydrogenation, dehydration, halogenation, deprotonation reactions and reductive carbonylation of transition metals. It can also act as catalysts, promoters, halogen/alkoxy or hydroxyl/halogen exchange mediators, reducing agents, and sources of the base.

Application

N,N-Dimethylacetamide can be used as a solvent in the synthesis of:
  • Cellulose-HA (hydroxyapatite) nanocomposites using microcrystalline cellulose, CaCl2, and NaH2PO4.
  • 5-hydroxymethylfurfural (HMF) from various carbohydrates and natural biopolymer lignocellulose in the presence of LiCl. 

It can also be used:
  • In the Pd-catalyzed regioselective synthesis of ketones from olefins using molecular oxygen.
  • As a solvent as well as a methylene source in the regioselective linkage of two imidazo[1,2-a] pyridines using Cu(OAc)2 catalyst.

Features and Benefits

N,N-Dimethylacetamide has
  • High dissolution power of various substrate.
  • High capacity to solvate anions.

Legal Information

Belle Chemical Company
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

WGK 2

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup


Certificates of Analysis (COA)

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André H Gröschel et al.
Nature communications, 3, 710-710 (2012-03-20)
Hierarchical self-assembly offers elegant and energy-efficient bottom-up strategies for the structuring of complex materials. For block copolymers, the last decade witnessed great progress in diversifying the structural complexity of solution-based assemblies into multicompartment micelles. However, a general understanding of what
Nobuhiko Ichihara et al.
Carbohydrate research, 346(15), 2515-2518 (2011-09-17)
6-Azafulleroid-6-deoxy-2,3-di-O-myristoylcellulose (3) was synthesized from 6-azido-6-deoxycellulose (1) by two reaction steps. The myristoylation of compound 1 with myristoyl chloride/pyridine proceeded smoothly to give 6-azido-6-deoxy-2,3-di-O-myristoylcellulose (2) in 97.0% yield. The reaction of compound 2 with fullerene (C(60)) was carried out by
Agnieszka Partyka et al.
Theriogenology, 75(9), 1623-1629 (2011-03-15)
The aim of this study was to perform flow cytometric analysis of C11-BODIPY581/591 oxidation in fowl and geese sperm as a marker for membrane lipid peroxidation (LPO) and to establish if the cryopreservation process would make sperm membranes more susceptible
S Sood et al.
Theriogenology, 78(7), 1557-1569 (2012-09-18)
Three experiments were conducted to optimize the protocol for cryopreservation of emu sperm. Ejaculates were collected from trained male emus then diluted 1:1 and pooled before allocation to treatments and measured for sperm viability, motility, egg membrane penetration ability, membrane
Wesley Walker et al.
Journal of the American Chemical Society, 135(6), 2076-2079 (2013-01-31)
A major challenge in the development of rechargeable Li-O(2) batteries is the identification of electrolyte materials that are stable in the operating environment of the O(2) electrode. Straight-chain alkyl amides are one of the few classes of polar, aprotic solvents

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