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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:
127-19-5
Molecular Weight:
87.12
Beilstein:
1737614
EC Number:
204-826-4
MDL number:
MFCD00008686
UNSPSC Code:
12352111
PubChem Substance ID:
329798690
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 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
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

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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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
S Sood et al.
Animal reproduction science, 129(1-2), 89-95 (2011-11-15)
Three experiments conducted to improve the survival of emu sperm during cryopreservation aimed to: (1) minimize chilling injury during the cooling phase; (2) determine the osmotic effects of dimethylacetamide (DMA), sucrose and trehalose; and (3) investigate the timing and nature
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
Jingshuai Yang et al.
ChemSusChem, 6(2), 275-282 (2013-01-11)
Covalently cross-linked polymer membranes were fabricated from poly(aryl sulfone benzimidazole) (SO(2)PBI) and poly(vinylbenzyl chloride) (PVBCl) as electrolytes for high-temperature proton-exchange-membrane fuel cells. The cross-linking imparted organo insolubility and chemical stability against radical attack to the otherwise flexible SO(2)PBI membranes. Steady
Mingyou Hu et al.
Organic letters, 16(7), 2030-2033 (2014-03-26)
A novel Cu-mediated trifluoromethylthiolation of diazo compounds has been developed that provides a convenient synthetic route for the efficient α-trifluoromethylthiolation of simple esters under mild reaction conditions. The reaction is typically carried out at room temperature, and water could be
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