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90340

Sigma-Aldrich

Triethylamine

puriss. p.a., ≥99.5% (GC)

Synonym(s):

N,N-Diethylethanamine

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About This Item

Linear Formula:
(C2H5)3N
CAS Number:
Molecular Weight:
101.19
Beilstein:
605283
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.21

vapor density

3.5 (vs air)

Quality Level

vapor pressure

51.75 mmHg ( 20 °C)

grade

puriss. p.a.

Assay

≥99.5% (GC)

form

liquid

autoignition temp.

593 °F

shelf life

36 mo.

expl. lim.

8 %

impurities

≤0.1% water

evapn. residue

≤0.003%

refractive index

n20/D 1.401 (lit.)
n20/D 1.401

bp

88.8 °C (lit.)

mp

−115 °C (lit.)

density

0.727 g/mL at 20 °C
0.726 g/mL at 25 °C (lit.)

cation traces

Al: ≤0.2 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: ≤0.02 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

CCN(CC)CC

InChI

1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3

InChI key

ZMANZCXQSJIPKH-UHFFFAOYSA-N

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General description

Triethylamine is a tertiary amine. It has been reported as a promising precipitating reagent for phosphomolybdic acid. Et3N/formic acid system has been used for the asymmetric transfer hydrogenation (ATH) of methoxy-substituted derivatives.

Triethylamine is a strong base and precipitating agent widely used in Heck reaction and to prepare esters and amides from acyl chlorides.

Application

Triethylamine may be used in the following studies:
  • As a base for the Heck reactions.
  • Synthesis of spirocycles via Heck cyclization.
  • Preparation of triethylammonium picrate and 0.1M triethylamine hydrochloride.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - 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)

12.2 °F - closed cup

Flash Point(C)

-11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Asymmetric reduction of electron-rich ketones with tethered Ru(II)/TsDPEN catalysts using formic acid/triethylamine or aqueous sodium formate.
Soni R, et al.
The Journal of Organic Chemistry, 80(13), 6784-6793 (2015)
Acid-base reactions in non-dissociating solvents. Acetic acid and triethylamine in carbon tetrachloride and chloroform.
Barrow GM and Yerger EA.
Journal of the American Chemical Society, 76(20), 5211-5216 (1954)
THE SPECIFIC PRECIPITATION OF ORTHOPHOSPHATE AND SOME BIOCHEMICAL APPLICATIONS.
Y SUGINO et al.
The Journal of biological chemistry, 239, 2360-2364 (1964-07-01)
Zhao et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 6(5), 843-848 (2000-05-29)
The vinylation of iodobenzene with methyl acrylate has been studied with several supported palladium catalysts in N-methylpyrrolidone in the presence of triethylamine and/or sodium carbonate. The reaction can be performed in air without any solubilizing or activating ligands. It was
Biodegradable porous polymers through emulsion templating.
Lumelsky Y and Silverstein MS.
Macromolecules, 42(5), 1627-1633 (2009)

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