471283

Sigma-Aldrich

Triethylamine

≥99.5%

Synonym(s):
N,N-Diethylethanamine
Linear Formula:
(C2H5)3N
CAS Number:
Molecular Weight:
101.19
Beilstein/REAXYS Number:
605283
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

vapor density

3.5 (vs air)

vapor pressure

51.75 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

autoignition temp.

593 °F

expl. lim.

8 %

impurities

≤0.1% (Karl Fischer)

refractive index

n20/D 1.401 (lit.)

pH

12.7 (15 °C, 100 g/L)

bp

88.8 °C (lit.)

mp

−115 °C (lit.)

solubility

water: soluble 112 g/L at 20 °C

density

0.726 g/mL at 25 °C (lit.)

storage temp.

room temp

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 (TEA, Et3N) is an aliphatic amine. Its addition to matrix-assisted laser desorption/ionization (MALDI) matrices affords transparent liquid matrices with enhanced ability for spatial resolution during MALDI mass spectrometric (MS) imaging. A head-space gas chromatography (GC) procedure for the determination of triethylamine in active pharmaceutical ingredients has been reported. The viscosity coefficient of triethylamine vapor over a range of density and temperature has been measured.

Application

Triethylamine has been used during the synthesis of:
  • 5′-dimethoxytrityl-5-(fur-2-yl)-2′-deoxyuridine
  • 3′-(2-cyanoethyl)diisopropylphosphoramidite-5′-dimethoxytrityl-5-(fur-2-yl)-2′-deoxyuridine
  • polyethylenimine600-β-cyclodextrin (PEI600-β-CyD)
It may be used as a homogeneous catalyst for the preparation of glycerol dicarbonate, via transesterification reaction between glycerol and dimethyl carbonate (DMC).

Packaging

2 L in Sure/Seal™
100, 4×100, 500, 6×500 mL in Sure/Seal™
4, 4×4 L in glass bottle
18 L in steel drum
200 L in Kilo-Lab™

Signal Word

Danger

hazcat

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 Germany

WGK 1

Flash Point(F)

12.2 °F

Flash Point(C)

-11 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Nicholas J Greco et al.
Nature protocols, 2(2), 305-316 (2007-04-05)
We describe procedures for the synthesis of a fluorescent pyrimidine analog and its site-specific incorporation into a DNA oligomer. The 5'-protected and 3'-activated nucleoside 4 is synthesized in three steps with an overall yield of 40%. Site-specific incorporation into a...
Synthesis of glycerol 1,2-carbonate by transesterification of glycerol with dimethyl carbonate using triethylamine as a facile separable homogeneous catalyst.
Ochoa-Gomez JR, et al.
Green Chemistry, 14(12), 3368-3376 (2012)
GC quantification of cyclopropylamine, diethylamine and triethylamine in active pharmaceutical ingredients.
Raghuram P, et al.
Chromatographia, 71(9-10), 963-966 (2010)
The viscosity of triethylamine vapor at low densities and in the saturated vapor phase.
Teske V, et al.
Fluid Phase Equilibria, 293(2), 190-195 (2010)
Transparent triethylamine-containing MALDI matrices.
Rubakhin SS and Sweedler JV.
Israel J. Chem., 47(2), 185-193 (2007)

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