Triethylamine

Triethylamine is the chemical compound with the formula N(CH2CH3)3, commonly abbreviated Et3N. It is also abbreviated TEA, yet this abbreviation must be used carefully to avoid confusion with triethanolamine or tetraethylammonium, for which TEA is also a common abbreviation. 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.

Triethylamine
Names
Preferred IUPAC name
N,N-Diethylethanamine
Other names
(Triethyl)amine
Triethylamine (no longer IUPAC name)
Identifiers
3D model (JSmol)
Abbreviations TEA
605283
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.064
EC Number
  • 204-469-4
KEGG
MeSH triethylamine
RTECS number
  • YE0175000
UNII
UN number 1296
  • InChI=1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3 Y
    Key: ZMANZCXQSJIPKH-UHFFFAOYSA-N Y
  • CCN(CC)CC
Properties
C6H15N
Molar mass 101.193 g·mol−1
Appearance Colourless liquid
Odor Fishy, ammoniacal
Density 0.7255 g mL−1
Melting point −114.70 °C; −174.46 °F; 158.45 K
Boiling point 88.6 to 89.8 °C; 191.4 to 193.5 °F; 361.7 to 362.9 K
112.4 g/L at 20 °C
Solubility miscible with organic solvents
log P 1.647
Vapor pressure 6.899–8.506 kPa
66 μmol Pa−1 kg−1
Acidity (pKa) 10.75 (for the conjugate acid) (H2O), 9.00 (DMSO)
-81.4·10−6 cm3/mol
1.401
Thermochemistry
216.43 J K−1 mol−1
−169 kJ mol−1
−4.37763 to −4.37655 MJ mol−1
Hazards
GHS labelling:
Danger
H225, H302, H312, H314, H332
P210, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)
3
3
0
Flash point −15 °C (5 °F; 258 K)
312 °C (594 °F; 585 K)
Explosive limits 1.2–8%
2 ppm (8 mg/m3) (TWA), 
4 ppm (17 mg/m3) (STEL)
Lethal dose or concentration (LD, LC):
  • 580 mg kg−1 (dermal, rabbit)
  • 730 mg kg−1 (oral, rat)
1425 ppm (mouse, 2 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 25 ppm (100 mg/m3)
REL (Recommended)
None established
IDLH (Immediate danger)
200 ppm
Related compounds
Related amines
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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