Triethanolamine

C6H15NO3, 149.19 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — alcohol9 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula: C₆H₁₅NO₃
Molecular weight: 149.19 g/mol
Exact mass: 149.105193 g/mol
SMILES: OCCN(CCO)CCO
InChI: InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2
InChIKey: GSEJCLTVZPLZKY-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point: 635.7 °F at 760 mmHg (Decomposes) (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 335.4measured · Fiume MM, Heldreth B, Bergfeld WF, et al. Safety assessment of triethanolamine and triethanolamine-containing ingredients as used in cosmetics. Int J Toxicol. 2013;32(3 Suppl):59S-83S.; 350 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-524; BP: 335.4 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791; 335.40 °C. @ 760.00 mm Hgmeasured · The Good Scents Company Information System; 335.4 °Cmeasured · reference compound database; 635.7 °F (decomposes)measured · reference compound database; 335.4 °C @760 [mm Hg]measured · reference compound database
Melting Point: 70.9 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 21.6measured · Fiume MM, Heldreth B, Bergfeld WF, et al. Safety assessment of triethanolamine and triethanolamine-containing ingredients as used in cosmetics. Int J Toxicol. 2013;32(3 Suppl):59S-83S.; 21.5 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-524; Crystals from ethanol; mp: 177 °C /Triethanolamine hydrochloride/measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791; 20.5 °Cmeasured · reference compound database; 21.6 °Cmeasured · reference compound database; 70.9 °Fmeasured · reference compound database; 20.5 °Cmeasured · reference compound database
Flash Point: 365 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 179 °Cmeasured · reference compound database; 179 °C (354 °F) - closed cupmeasured · Sigma-Aldrich; Safety Data Sheet for Triethanolamine. Product Number: 90279 Version 3.9 (Revision Date 05/24/2016). Available from, as of July 1, 2016: https://www.sigmaaldrich.com/safety-center.html; 190.5 °C (Open cup)measured · ITII. Toxic and Hazardous Industrial Chemicals Safety Manual. Tokyo, Japan: The International Technical Information Institute, 1988., p. 542; 354 °F (179 °C) (closed cup)measured · National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-110; 179 °Cmeasured · reference compound database; 365 °Fmeasured · reference compound database
Solubility: greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; Misciblemeasured · Fiume MM, Heldreth B, Bergfeld WF, et al. Safety assessment of triethanolamine and triethanolamine-containing ingredients as used in cosmetics. Int J Toxicol. 2013;32(3 Suppl):59S-83S.; In water, 1.0X10+6 mg/L (miscible) at 25 °Cmeasured · Riddick, J.A., W.B. Bunger, Sakano T.K. Techniques of Chemistry 4th ed., Volume II. Organic Solvents. New York, NY: John Wiley and Sons., 1985., p. 706; Miscible with water, methanol, acetone; soluble in benzene (4.2%), ether (1.6%), carbon tetrachloride (0.4%), n-heptane (<0.1%)measured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791; Soluble in chloroformmeasured · Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 1369; Slightly soluble in petroleum ethermeasured · Weast, R.C. (ed.). Handbook of Chemistry and Physics. 60th ed. Boca Raton, Florida: CRC Press Inc., 1979., p. C-110; 1000 mg/mLmeasured · reference compound database; Solubility in water: misciblemeasured · reference compound database
Density: 1.13 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.; 1.1242 at 20 °C/4 °C; 1.0985 at 60 °C/4 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791; Relative density (water = 1): 1.1measured · reference compound database; 1.13measured · reference compound database; 1.1242 @ 20°Cmeasured · reference compound database
Vapor Pressure: less than 0.01 mmHg at 68 °F ; 10 mmHg at 401 °F (NTP, 1992)measured · National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.; 0.00000359 [mmHg]measured · reference compound database; 3.59X10-6 mm Hg at 25 °C /Extrapolated/measured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989., p. 2065; Vapor pressure, Pa at 25 °C:measured · reference compound database; <0.01 mmHgmeasured · reference compound database
LogP: -1.59measured · Fiume MM, Heldreth B, Bergfeld WF, et al. Safety assessment of triethanolamine and triethanolamine-containing ingredients as used in cosmetics. Int J Toxicol. 2013;32(3 Suppl):59S-83S.; log Kow = -1.00measured · Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 25; -1.00measured · reference compound database; -2.3measured · reference compound database; -1.32measured · reference compound database
Viscosity: 590.5 cP at 25 °C; 65.7 cP at 60 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791
Refractive Index: Index of refraction: 1.4852 at 20 °Cmeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1791

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

logP: -1.7347calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 63.93 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 3calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 4calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 6calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 37.6974 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 1calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.4195calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon6 atoms · 48.3% by mass
O Oxygen3 atoms · 32.2% by mass
H Hydrogen15 atoms · 10.1% by mass
N Nitrogen1 atom · 9.4% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 10
Total atoms, hydrogen included: 25
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Alcohol
An –OH group on a saturated carbon.
Tertiary amine
Nitrogen bonded to three carbons.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Triethanolamine yet.

Other names for it

No systematic name is recorded.

The sources also call it Trolamine, 2,2',2''-Nitrilotriethanol, Sterolamide, Daltogen, Tris(2-hydroxyethyl)amine, Nitrilotriethanol, Triethylolamine, Trihydroxytriethylamine, Thiofaco T-35, Sting-Kill, Triethanolamin, Tri(hydroxyethyl)amine.

Structurally related

Nothing structurally close to Triethanolamine has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Triethanolamine. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1-(2,6-Dichloro-3-fluorophenyl)ethanone

used as a reactant

C₈H₅Cl₂FO, 207.031 g/mol.

1-(2,6-Dichloro-3-fluorophenyl)ethan-1-ol

formed as a product

C₈H₇Cl₂FO, 209.047 g/mol.

Where these values came from

chemistry engine
structure perception

No matching record was found in the currently indexed sources (reference compound database)..

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.