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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/REAXYS Number:
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

signalword

Danger

Hazard Classifications

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

Storage Class

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

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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
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
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
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
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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