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Key Documents

652571

Sigma-Aldrich

N,N-Dimethylethylamine

≥99%

Synonym(s):

N-Ethyldimethylamine, DMEA

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About This Item

Linear Formula:
(CH3)2NC2H5
CAS Number:
Molecular Weight:
73.14
Beilstein/REAXYS Number:
1696893
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

8.09 psi ( 20 °C)

Quality Level

assay

≥99%

refractive index

n20/D 1.372 (lit.)

bp

36-38 °C (lit.)

mp

−140 °C (lit.)

density

0.675 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CCN(C)C

InChI

1S/C4H11N/c1-4-5(2)3/h4H2,1-3H3

InChI key

DAZXVJBJRMWXJP-UHFFFAOYSA-N

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Application

N,N-Dimethylethylamine (DMEA) is generally used to prepare water-soluble quaternary ammonium salts. It facilitates lithium hexamethyldisilazide (LiHMDS) mediated enolization of highly substituted aryl ketones. Additionally, DMEA is also used as an organic solvent in synthetic chemistry.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-18.4 °F - closed cup

flash_point_c

-28 °C - closed cup

ppe

Faceshields, Gloves, Goggles


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Lithium Hexamethyldisilazide-Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities.
Mack KA, et al.
Journal of the American Chemical Society, 139(35), 12182-12189 (2017)
A theophylline based copper N-heterocyclic carbene complex: synthesis and activity studies in green media.
Szadkowska A, et al.
Royal Society of Chemistry Advances, 6(50), 44248-44253 (2016)
Highly Stereoselective Synthesis of Tetrasubstituted Acyclic All-Carbon Olefins via Enol Tosylation and Suzuki-Miyaura Coupling.
Li BX, et al.
Journal of the American Chemical Society, 139(31), 10777-10783 (2017)
Sodium Diisopropylamide in Tetrahydrofuran: Selectivities, Rates, and Mechanisms of Alkene Isomerizations and Diene Metalations.
Algera RF, et al.
Journal of the American Chemical Society, 139(33), 11544-11549 (2017)
Sodium Diisopropylamide in N, N-Dimethylethylamine: Reactivity, Selectivity, and Synthetic Utility.
Ma Y, et al.
The Journal of Organic Chemistry, 81(22), 11312-11315 (2016)

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