tributylamine

C12H27N, 185.355 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

Organic — tertiary amine9 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: C₁₂H₂₇N
Molecular weight: 185.355 g/mol
Exact mass: 185.21435 g/mol
SMILES: CCCCN(CCCC)CCCC
InChI: InChI=1S/C12H27N/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3
InChIKey: IMFACGCPASFAPR-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: 415 °F at 760 mmHg (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.; 207 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-518; 216-217 °Cmeasured · reference compound database; 216.5 °C @760 [mm Hg]measured · reference compound database
Melting Point: -94 °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.; -70 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-518; -70 °Cmeasured · reference compound database
Flash Point: 185 °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.; 63 °C (145 °F) - closed cupmeasured · Sigma-Aldrich; Safety Data Sheet for Tributylamine. Product Number: 90781 Version 5.3 (Revision Date 10/22/2015). Available from, as of July 1, 2016: https://www.sigmaaldrich.com/safety-center.html; 145 °F (63 °C)measured · National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 49-146; 187 °F (open cup)measured · Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 3512; 63 °C c.c.measured · reference compound database
Solubility: Slightly soluble (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.; In water, 142 mg/L at 25 °Cmeasured · Yalkowsky, S.H., He, Yan, Jain, P. Handbook of Aqueous Solubility Data Second Edition. CRC Press, Boca Raton, FL 2010, p. 926; In water, 40 ppm at 18 °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. 639; Sparingly soluble in watermeasured · O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 1782; Soluble in acetone; very soluble in ethanol, ethyl ethermeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-518; Soublel in most org solventsmeasured · 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. 1360; Solubility in water, g/100ml at 20 °C: 0.3measured · reference compound database
Density: 0.7771 at 68 °F (NTP, 1992) - Less dense than water; will floatmeasured · 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.; 0.7782 at 20 °C/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. 1782; Bulk density: 6.5 lb/galmeasured · 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. 1360; Relative density (water = 1): 0.78measured · reference compound database; 0.78 @25 °Cmeasured · reference compound database
Vapor Pressure: 20 mmHg at 212 °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.; 0.09 [mmHg]measured · reference compound database; 9.34X10-2 mm Hg at 25 °Cmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.; Vapor pressure, Pa at 20 °C: 40-93measured · reference compound database; 0.0934 [mm Hg] @25 °Cmeasured · reference compound database
LogP: log Kow = 4.46measured · US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.1. Nov, 2012. Available from, as of June 30, 2016: https://www2.epa.gov/tsca-screening-tools; 1.52measured · reference compound database; 4.6measured · reference compound database
Viscosity: 1.35 cP at 25 °C; 0.73 cP at 60 °Cmeasured · Flick, E.W. (ed.). Industrial Solvents Handbook 4 th ed. Noyes Data Corporation., Park Ridge, NJ., 1991., p. 717
Refractive Index: Index of refraction: 1.4299 at 20 °C/Dmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-518

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: 3.6887calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 3.24 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 1calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 9calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 61.164 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: 0.5294calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon12 atoms · 77.8% by mass
H Hydrogen27 atoms · 14.7% by mass
N Nitrogen1 atom · 7.6% 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: 13
Total atoms, hydrogen included: 40
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

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 tributylamine yet.

Other names for it

No systematic name is recorded.

The sources also call it Tri-n-butylamine, N,N-dibutylbutan-1-amine, 1-Butanamine, N,N-dibutyl-, N,N-Dibutyl-1-butanamine, Tributilamina, Tris-n-butylamine, Amine, tributyl, Tris[N-butylamine], butane, 1-dibutylamino-, Amine, tributyl-, Tributilamina [Romanian], CCRIS 4879.

Structurally related

Nothing structurally close to tributylamine has a page here yet.

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as tributylamine. 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.

(1,5-Cyclooctadiene)bis[(trimethylsilyl)methyl]palladium

C₁₆H₃₀PdSi₂, 385.008 g/mol.

(S)-4-tert-Butyl-2-[2-(diphenyl- phosphino)phenyl]-2-oxazoline

C₂₅H₂₆NOP, 387.463 g/mol.

(S)-PipPhos

C₂₅H₂₂NO₂P, 399.43 g/mol.

(S)-FuP-tBu

C₂₁H₂₃O₂P, 338.387 g/mol.

(3aR,8aR)-(-)-(2,2-Dimethy1- 4,4,8,8-tetraphenyl-tetrahydro- [1,3]dioxolo-[4,5-e][1,3,2]- dioxaphosphepin-6- y1)dimethylamine

C₃₃H₃₄NO₄P, 539.612 g/mol.

(R)-1,1’-binaphthyl-2,2’-diyl ethyl phosphite

C₂₂H₁₇O₃P, 360.349 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.