Triethanolamine

Triethanolamine
Skeletal formula of triethanolamine
Ball-and-stick model of the triethanolamine molecule
Colorless liquid in a stoppered glass bottle
Names
Preferred IUPAC name
2,2′,2′′-Nitrilotri(ethan-1-ol)[1]
Other names
  • 2,2′,2′′-Nitrilotriethanol
  • Tris(2-hydroxyethyl)amine
  • Triethylolamine
  • 2,2′,2′′-Trihydroxytriethylamine
  • Trolamine
  • TEA
  • TELA
  • TEOA
Identifiers
3D model (JSmol)
3DMet
1699263
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.773 Edit this at Wikidata
EC Number
  • 203-049-8
KEGG
MeSH Biafine
RTECS number
  • KL9275000
UNII
  • InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2 checkY
    Key: GSEJCLTVZPLZKY-UHFFFAOYSA-N checkY
  • OCCN(CCO)CCO
Properties
N(CH2CH2OH)3
Molar mass 149.190 g·mol−1
Appearance Colourless, viscous liquid
Odor Ammoniacal
Density 1.124 g/mL
Melting point 21.60 °C; 70.88 °F; 294.75 K
Boiling point 335.40 °C; 635.72 °F; 608.55 K
miscible
log P −0.988
Vapor pressure 1 Pa (at 20 °C)
Acidity (pKa) 7.74[2]
UV-vismax) 280 nm
1.485
Thermochemistry
389 J K−1 mol−1
−665.7 – −662.7 kJ mol−1
−3.8421 – −3.8391 MJ mol−1
Pharmacology
D03AX12 (WHO)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H319
P305+P351+P338
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 179 °C (354 °F; 452 K)
325 °C (617 °F; 598 K)
Explosive limits 1.3–8.5%
Lethal dose or concentration (LD, LC):
  • 2.2 g/kg (oral, guinea pig)
  • 2.2 g/kg (oral, rabbit)
  • 5.53 g/kg (oral, rat)
  • 5.846 g/kg (oral, mouse)
  • 22.5 g/kg (dermal, rabbit)
Safety data sheet (SDS) hazard.com
Related compounds
Related alkanols
Related compounds
Diethylhydroxylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Triethanolamine, or TEOA, is an organic compound with the chemical formula N(CH2CH2OH)3. It is a colourless, viscous liquid. It is both a tertiary amine and a triol. A triol is a molecule with three alcohol groups. Approximately 150,000 tonnes were produced in 1999.[3] It is a colourless compound although samples may appear yellow because of impurities.

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. P001–P004. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Simond, M. R. (2012). "Dissociation Constants of Protonated Amines in Water at Temperatures from 293.15 K to 343.15 K". Journal of Solution Chemistry. 41: 130. doi:10.1007/s10953-011-9790-3. S2CID 95755026.
  3. ^ Frauenkron, Matthias; Melder, Johann-Peter; Ruider, Günther; Rossbacher, Roland; Höke, Hartmut. "Ethanolamines and Propanolamines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_001. ISBN 978-3527306732.