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271012

Sigma-Aldrich

N,N-Dimethylacetamide

anhydrous, 99.8%

Synonym(s):

DMAc

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About This Item

Linear Formula:
CH3CON(CH3)2
CAS Number:
Molecular Weight:
87.12
Beilstein/REAXYS Number:
1737614
EC Number:
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

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.

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.

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Description
Pricing

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

wgk_germany

WGK 2

flash_point_f

147.2 °F

flash_point_c

64 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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(R)-(+)-1,1'-Binaphthalene-2,2'-diol
Truesdale LK
Organic Syntheses, 67, 13-13 (1989)
Density and Viscosity Measurements for Binary Mixtures of 1-Ethyl-3-methylimidazolium Tetrafluoroborate ([Emim][BF4]) with Dimethylacetamide, Dimethylformamide, and Dimethyl Sulfoxide.
Fan XH, et al.
Journal of Chemical and Engineering Data (2016)
Ethyl 5-oxo-6-methyl-6-heptenoate from methacryloyl chloride and ethyl 4-iodobutyrate
Yoshinao T, et al
Organic Syntheses, 67, 98-98 (1989)
Solutions of cellulose in N, N-dimethylacetamide/lithium chloride studied by light scattering methods.
Roder T, et al.
Polymer, 42(16), 6765-6773 (2001)
Inês Farinha et al.
Carbohydrate polymers, 130, 455-464 (2015-06-17)
Purified chitin-glucan complex (CGCpure) was extracted from Komagataella pastoris biomass using a hot alkaline treatment, followed by neutralization and repeated washing with deionized water. The co-polymer thus obtained had a β-glucan:chitin molar ratio of 75:25 and low protein and inorganic

Articles

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.

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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