Triethylamine



Triethylamine
IUPAC name Triethylamine
Other names N,N-diethylethanamine
TEA
TEN
N,N,N-Triethylamine
Identifiers
CAS number 121-44-8
SMILES CCN(CC)CC
Properties
Molecular formula C6H15N
Molar mass 101.1 g/mol
Density 0.726 g/cm3
Melting point

-114.7 °C

Boiling point

89.7 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Triethylamine is the Diisopropylethylamine (Hünig’s base, CAS # 7087-68-5) is a widely used relative of triethylamine. Triethylamine is also the smell of the hawthorn plant, and semen, among others [1]

Triethylamine is commonly employed in organic synthesis as a alkyl, aryl):

R2NH + R'C(O)Cl + Et3N → R'C(O)NR2 + Et3NH+Cl-

Like other tertiary amines, it catalyzes the formation of urethane foams and epoxy resins. It is also useful in Swern oxidations.

Triethylamine is readily alkylated to give the corresponding quaternary ammonium salt:

RI + Et3N → Et3NR+I-

References

  1. ^ The Book of General Ignorance, Lloyd, John, Faber and Faber Limited, 2006, p236
  2. ^ Sorgi, K. L. "Triethylamine" in Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley & Sons, New York. DOI: 10.1002/047084289X.rt217
 
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