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31730

Sigma-Aldrich

Diethylamine

puriss. p.a., ≥99.5% (GC)

Synonym(s):

N,N-Diethylamine, N-ethyl-ethanamine, DEA, Diethamine, Diethyl amine

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About This Item

Linear Formula:
(C2H5)2NH
CAS Number:
Molecular Weight:
73.14
Beilstein:
605268
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

2.5 (vs air)

Quality Level

vapor pressure

14.14 psi ( 55 °C)
180 mmHg ( 20 °C)
3.51 psi ( 20 °C)

grade

puriss. p.a.

Assay

≥99.5% (GC)

form

liquid

autoignition temp.

594 °F

expl. lim.

10.1 %

impurities

≤0.1% water

evapn. residue

≤0.001%

refractive index

n20/D 1.385 (lit.)
n20/D 1.386

bp

55 °C (lit.)

mp

−50 °C (lit.)

density

0.707 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.5 mg/kg
Ba: ≤0.1 mg/kg
Bi: ≤0.1 mg/kg
Ca: ≤0.5 mg/kg
Cd: ≤0.05 mg/kg
Co: ≤0.02 mg/kg
Cr: ≤0.02 mg/kg
Cu: ≤0.02 mg/kg
Fe: ≤0.1 mg/kg
K: ≤0.5 mg/kg
Li: ≤0.1 mg/kg
Mg: ≤0.1 mg/kg
Mn: ≤0.02 mg/kg
Mo: ≤0.1 mg/kg
Na: ≤0.5 mg/kg
Ni: ≤0.02 mg/kg
Pb: ≤0.1 mg/kg
Sr: ≤0.1 mg/kg
Zn: ≤0.1 mg/kg

SMILES string

CCNCC

InChI

1S/C4H11N/c1-3-5-4-2/h5H,3-4H2,1-2H3

InChI key

HPNMFZURTQLUMO-UHFFFAOYSA-N

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General description

Diethylamine is a secondary amine that is used in the production of pesticides, dyes, rubber, resins, and pharmaceuticals as a solvent, catalyst, and corrosion inhibitor.

Application

Diethylamine can be used as:
  • A catalyst in the tandem Knoevenagel-Michael reaction of dimedone with aromatic aldehydes to synthesize bis-dimedone derivatives.
  • A solvent to synthesize 4-quinolones via Sonogashira cross-coupling of iodoanilines and alkynes.
  • A base in the desymmetrizing cyclization of benzylic diallyl iodide to synthesize methylene indanes via intramolecular Heck reaction.
  • A template in the synthesis of silicoaluminophosphate (SAPO) molecular sieves.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

-14.8 °F - closed cup

Flash Point(C)

-26 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Katina S S Dossou et al.
Journal of chromatography. A, 1216(44), 7450-7455 (2009-06-26)
A polysaccharide-based chiral stationary phase (Sepapak-4), with cellulose tris(4-chloro-3-methylphenylcarbamate) as chiral selector, has been investigated in liquid chromatography (LC). Its enantioresolution power was evaluated towards 13 basic amino-drugs with widely different structures and polarities, using polar organic mobile phases. After
Roberto Cirilli et al.
Analytical chemistry, 81(9), 3560-3570 (2009-03-28)
Second-order rate constants of the diethylamine-promoted enantiomerization of 2-[2-(1-methyl-1H-pyrrol-2-yl)-2-oxo-1-phenylethyl]-isoindole-1,3-dione, a chiral alpha-substituted ketone endowed with high anti-MAO activity type-A, were measured by dynamic high-performance liquid chromatography (DHPLC), stopped-flow high-performance liquid chromatography (sf-HPLC), and a classical method based on enantioselective HPLC

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