Merck
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271012

Sigma-Aldrich

N,N-Dimethylacetamide

anhydrous, 99.8%

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

Quality Level

grade

anhydrous

vapor density

3 (vs air)

vapor pressure

2 mmHg ( 25 °C)
4 mmHg ( 38 °C)

assay

99.8%

form

liquid

autoignition temp.

914 °F

expl. lim.

1.8 %, 100 °F
11.5 %, 160 °F

impurities

<0.005% water

evapn. residue

<0.001%

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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Application

N,N-Dimethylacetamide may be used as a solvent in the following processes:
  • Palladium (II) acetate-butyldi-1-adamantylphosphine catalyzed arylation of 2-isobutylthiazole with chlorobenzene to form 5-phenyl-2-isobutylthiazole.
  • Synthesis of β-, γ-, and δ-metallo ester intermediates that can react with acid chlorides to form γ-, δ-, and ε-keto esters.
  • Synthesis of (R)-(-)-methyl 1,1′-binaphthyl-2,2′-diylphosphate that can be used as a precursor for preparing (R)-(+)-1,1′-binaphthalene-2,2′-diol.

Packaging

1, 6×1, 2, 4×2 L in Sure/Seal™
100, 12×100, 250 mL in Sure/Seal™
200 L in Pure-Pac™ 1

Other Notes

The article number 271012-4X2L will be discontinued. Please order the single bottle 271012-2L which is physically identical with the same exact specifications.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Articles

Scale-Up Guide: Buchwald-Hartwig Amination Reaction

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form. Once activated by base under the reaction conditions they become sensitive to air. To best enable scale-up success, the use of standard Schlenk technique is recommended.

Greener Chemistry: Methods and Products for Amide Bond Formation

Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.

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