Triethanolamine

Triethanolamine
Names
	Preferred IUPAC name 2,2′,2′′-Nitrilotri(ethan-1-ol)
	Other names 2,2′,2′′-Nitrilotriethanol; Tris(2-hydroxyethyl)amine; Triethylolamine; 2,2′,2′′-Trihydroxytriethylamine; Trolamine; TEA; TELA; TEOA;
Identifiers
CAS Number	102-71-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1699263
ChEBI	CHEBI:28621 ;
ChEMBL	ChEMBL446061 ;
ChemSpider	13835630 ;
ECHA InfoCard	100.002.773
EC Number	203-049-8;
KEGG	D00215 ;
MeSH	Biafine
PubChem CID	7618;
RTECS number	KL9275000;
UNII	9O3K93S3TK ;
CompTox Dashboard (EPA)	DTXSID9021392 ;
	InChI InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2 Key: GSEJCLTVZPLZKY-UHFFFAOYSA-N ;
	SMILES OCCN(CCO)CCO;
Properties
Chemical formula	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
Solubility in water	miscible
log P	−0.988
Vapor pressure	1 Pa (at 20 °C)
Acidity (pKa)	7.74
UV-vis (λmax)	280 nm
Refractive index (nD)	1.485
Thermochemistry
Heat capacity (C)	389 J K−1 mol−1
Std enthalpy of; formation (ΔfH⦵298)	−665.7 – −662.7 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−3.8421 – −3.8391 MJ mol−1
Pharmacology
ATC code	D03AX12 (WHO)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319
Precautionary statements	P305+P351+P338
NFPA 704 (fire diamond)	2 1 0
Flash point	179 °C (354 °F; 452 K)
Autoignition; temperature	325 °C (617 °F; 598 K)
Explosive limits	1.3–8.5%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	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	N-Methylethanolamine; Dimethylethanolamine; Diethylethanolamine; Diethanolamine; N,N-Diisopropylaminoethanol; Methyl diethanolamine; Bis-tris methane;
Related compounds	Diethylhydroxylamine
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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. It is a colourless compound although samples may appear yellow because of impurities.

Names



Preferred IUPAC name 2,2′,2′′-Nitrilotri(ethan-1-ol)
Other names 2,2′,2′′-Nitrilotriethanol Tris(2-hydroxyethyl)amine Triethylolamine 2,2′,2′′-Trihydroxytriethylamine Trolamine TEA TELA TEOA
Identifiers
CAS Number	102-71-6^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1699263
ChEBI	CHEBI:28621^Y
ChEMBL	ChEMBL446061^Y
ChemSpider	13835630^Y
ECHA InfoCard	100.002.773
EC Number	203-049-8
KEGG	D00215^Y
MeSH	Biafine
PubChem CID	7618
RTECS number	KL9275000
UNII	9O3K93S3TK^Y
CompTox Dashboard (EPA)	DTXSID9021392
InChI InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2^Y Key: GSEJCLTVZPLZKY-UHFFFAOYSA-N^Y
SMILES OCCN(CCO)CCO
Properties
Chemical formula	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
Solubility in water	miscible
log P	−0.988
Vapor pressure	1 Pa (at 20 °C)
Acidity (pK_a)	7.74
UV-vis (λ_max)	280 nm
Refractive index (n_D)	1.485
Thermochemistry
Heat capacity (C)	389 J K⁻¹ mol⁻¹
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−665.7 – −662.7 kJ mol⁻¹
Std enthalpy of combustion (Δ_cH^⦵₂₉₈)	−3.8421 – −3.8391 MJ mol⁻¹
Pharmacology
ATC code	D03AX12 (WHO)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H319
Precautionary statements	P305+P351+P338
NFPA 704 (fire diamond)	2 1 0
Flash point	179 °C (354 °F; 452 K)
Autoignition temperature	325 °C (617 °F; 598 K)
Explosive limits	1.3–8.5%
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	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	N-Methylethanolamine Dimethylethanolamine Diethylethanolamine Diethanolamine N,N-Diisopropylaminoethanol Methyl diethanolamine Bis-tris methane
Related compounds	Diethylhydroxylamine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references