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triethylamine

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triethylamine

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Also known as N,N-Diethylethanamine, (diethylamino)ethane, N,N,N-triethylamine, (C2H5)3N, NEt3

Triethylamine is the chemical compound with the formula N(CH2CH3)3, commonly abbreviated Et3N. Like triethanolamine and the tetraethylammonium ion, it is often abbreviated TEA. It is a colourless volatile liquid with a strong fishy odor reminiscent of ammonia. Like diisopropylethylamine (Hünig's base), triethylamine is commonly employed in organic synthesis, usually as a base.

Chemical data

Formula
C6H15N
Molecular weight
101.19 g/mol
IUPAC name
N,N-diethylethanamine
SMILES
CCN(CC)CC
InChIKey
ZMANZCXQSJIPKH-UHFFFAOYSA-N
XLogP
1.4
Polar surface area
3.2 Ų
H-bond donors
0
H-bond acceptors
1
Formal charge
0

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Wikidata facts

Mass
101.12
Show 17 more facts
ionization energy
7.5
canonical SMILES
CCN(CC)CC
NIOSH Pocket Guide ID
0633
density
0.73
immediately dangerous to life or health
828
melting point
-114.99999999999997
boiling point
193
vapor pressure
54
flash point
20
solubility
2
lower flammable limit
1.2
upper flammable limit
8
time-weighted average exposure limit
100
Commons category
Triethylamine
pKa
10.65
chemical formula
C₆H₁₅N
MCN code
2921.19.12
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Article

7 sections
Contents
  • Synthesis and properties
  • Applications
  • Niche uses
  • Natural occurrence
  • References
  • Further reading
  • External links

Triethylamine is the chemical compound with the formula N(CH2CH3)3, commonly abbreviated Et3N. Like triethanolamine and the tetraethylammonium ion, it is often abbreviated TEA. It is a colourless volatile liquid with a strong fishy odor reminiscent of ammonia. Like diisopropylethylamine (Hünig's base), triethylamine is commonly employed in organic synthesis, usually as a base.

==Synthesis and properties== Triethylamine is prepared by the alkylation of ammonia with ethanol: NH3 + 3 C2H5OH → N(C2H5)3 + 3 H2O

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