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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)

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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Fen Ran et al.
Acta biomaterialia, 7(9), 3370-3381 (2011-06-11)
An amphiphilic triblock co-polymer of poly(vinyl pyrrolidone)-b-poly(methyl methacrylate)-b-poly(vinyl pyrrolidone) (PVP-b-PMMA-b-PVP) was synthesized via reversible addition-fragmentation chain transfer (RAFT) polymerization. The block co-polymer can be directly blended with polyethersulfone (PES) using dimethylacetamide (DMAC) as the solvent to prepare flat sheet and
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
Fatma Kayaci et al.
Nanoscale, 6(17), 10224-10234 (2014-07-25)
Oxygen vacancies (V(O)s) in ZnO are well-known to enhance photocatalytic activity (PCA) despite various other intrinsic crystal defects. In this study, we aim to elucidate the effect of zinc interstitials (Zn(i)) and V(O)s on PCA, which has applied as well
Masaki Itoh et al.
Organic letters, 16(7), 2050-2053 (2014-03-22)
The direct α-methylenation of benzylpyridines was achieved using N,N-dimethylacetamide (DMA) as a one-carbon source under copper catalysis. An intermediary species was detected at an early stage, and a possible mechanism was proposed. Additionally, α-oxygenation and dimerization of benzylpyridines could also
Tony Reid et al.
The Lancet. Oncology, 16(9), 1133-1142 (2015-08-25)
Epigenetic alterations have been strongly associated with tumour formation and resistance to chemotherapeutic drugs, and epigenetic modifications are an attractive target in cancer research. RRx-001 is activated by hypoxia and induces the generation of reactive oxygen and nitrogen species that

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