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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
assay:
99%
bp:
164.5-166 °C (lit.)
vapor pressure:
2 mmHg ( 25 °C)
4 mmHg ( 38 °C)
Pricing and availability is not currently available.

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBS5245
SHBR6473
SHBS0731
SHBR5639
SHBR4746

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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
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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