Triethylamine

• Formula: C₆H₁₅N
• Molecular weight: 101.1900
• IUPAC Standard InChI: InChI=1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3 Copy

  
• IUPAC Standard InChIKey: ZMANZCXQSJIPKH-UHFFFAOYSA-N Copy
• CAS Registry Number: 121-44-8
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: Ethanamine, N,N-diethyl-; (C2H5)3N; (Diethylamino)ethane; N,N-Diethylethanamine; TEN; Triaethylamin; Trietilamina; UN 1296; 1069-58-5 (maleate); 554-68-7 (chloride)
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• Information on this page:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • UV/Visible spectrum
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Gas phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Donald R. Burgess, Jr.

Condensed phase thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Constant pressure heat capacity of liquid

Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of vaporization

Enthalpy of vaporization

Δ_vapH = A exp(-βT_r) (1 − T_r)^β
    Δ_vapH = Enthalpy of vaporization (at saturation pressure) (kJ/mol)
    T_r = reduced temperature (T / T_c)

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Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C₃H₉Sn⁺ +  = (C₃H₉Sn⁺ • )

By formula: C₃H₉Sn⁺ + C₆H₁₅N = (C₃H₉Sn⁺ • C₆H₁₅N)

Free energy of reaction

C₆H₁₆N⁺ +  = (C₆H₁₆N⁺ • )

By formula: C₆H₁₆N⁺ + C₆H₁₅N = (C₆H₁₆N⁺ • C₆H₁₅N)

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• SOLUTION (10% IN CCl4 FOR 3800-1300, 10% IN CS2 FOR 1300-650, 10% IN CCl4 FOR 650-250 CM^-1) VERSUS SOLVENT; PERKIN-ELMER 521 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

• gas

Mass spectrum (electron ionization)

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Baroody and Carpenter, 1972
Baroody, E.E.; Carpenter, G.A., Heats of formation of propellant compounds (U), Rpt. Naval Ordnance Systems Command Task No. 331-003/067-1/UR2402-001 for Naval Ordance Station, Indian Head, MD, 1972, 1-9. [all data]

Lebedeva, 1966
Lebedeva, N.D., Heats of combustion and formation of aliphatic tertiary amine homologues, Russ. J. Phys. Chem. (Engl. Transl.), 1966, 40, 1465-1467. [all data]

Lemoult, 1907
Lemoult, M.P., Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques, Ann. Chim. Phys., 1907, 12, 395-432. [all data]

Grolier, Roux-Desgranges, et al., 1993
Grolier, J.-P.E.; Roux-Desgranges, G.; Berkane, M.; Jimenez, E.; Wilhelm, E., Heat capacities and densities of mixtures of very polar substances 2. Mixtures containing N,N-dimethylformamide, J. Chem. Thermodynam., 1993, 25(1), 41-50. [all data]

Hepler, Kooner, et al., 1985
Hepler, L.G.; Kooner, Z.S.; Roux-Desgranges, G.; Grolier, J.-P.E., Thermal and volumetric properties of chloroform + triethylamine mixtures and the ideal associated solution model of complex formation, J. Solution Chem., 1985, 14(8), 579-594. [all data]

von Reis, 1881
von Reis, M.A., Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht, Ann. Physik [3], 1881, 13, 447-464. [all data]

Timmermans, 1952
Timmermans, J., Freezing points of organic compounds. VVI New determinations., Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]

Joukovsky, 1934
Joukovsky, N.I., Experimental Study of the Theory of Concentrated Solutions. XI. Thermodynamic Properties of Concentrated Solutions of Aliphatic Organic Compounds Containing Nitrogen., Bull. Soc. Chim. Belg., 1934, 43, 397. [all data]

Timmermans and Hennaut-Roland, 1932
Timmermans, J.; Hennaut-Roland, M., The Work of the International Bureau of Physical-Chemical Standards. V. Study of the Physical Constants of Twenty Organic Compounds., J. Chim. Phys. Phys.-Chim. Biol., 1932, 29, 529-68. [all data]

Timmermans, 1914
Timmermans, J., Freezing temperature of organic compounds. II., Bull. Soc. Chim. Belg., 1914, 27, 334. [all data]

Herz and Neukirch, 1923
Herz, W.; Neukirch, E., On Knowldge of the Critical State, Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1923, 104, 433-50. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Mokbel, Razzouk, et al., 2009
Mokbel, Ilham; Razzouk, Antonio; Sawaya, Terufat; Jose, Jacques, Experimental Vapor Pressures of 2-Phenylethylamine, Benzylamine, Triethylamine, and cis -2,6-Dimethylpiperidine in the Range between 0.2 Pa and 75 kPa, J. Chem. Eng. Data, 2009, 54, 3, 819-822, https://doi.org/10.1021/je800603z . [all data]

WANG, FANG, et al., 2006
WANG, Z.; FANG, W.; LIN, R.; GUO, Y.; ZHOU, X., Volatility of blended fuel of endothermic hydrocarbon fuel and triethylamine, Fuel, 2006, 85, 12-13, 1794-1797, https://doi.org/10.1016/j.fuel.2006.02.011 . [all data]

Baev, 2001
Baev, A.K., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 2001, 44, 1, 3. [all data]

Dutt, Kahol, et al., 1990
Dutt, N.V.K.; Kahol, A.P.; Reddy, P.J.; Raghunandanan, K.S., Isobaric vapor-liquid equilibria for the binary systems of benzene/triethylamine, benzene/trimethyl phosphite, and triethylamine/trimethyl phosphite, J. Chem. Eng. Data, 1990, 35, 2, 114-117, https://doi.org/10.1021/je00060a004 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Majer, Svoboda, et al., 1979
Majer, Vladimír; Svoboda, Václav; Koubek, Josef; Pick, Jirí, Temperature dependence of heats of vaporization, saturated vapour pressures and cohesive energies for a group of amines, Collect. Czech. Chem. Commun., 1979, 44, 12, 3521-3528, https://doi.org/10.1135/cccc19793521 . [all data]

Bayles and Letcher, 1971
Bayles, John W.; Letcher, Trevor M., Thermodynamics of some binary liquid mixtures containing aliphatic amines, J. Chem. Eng. Data, 1971, 16, 3, 266-271, https://doi.org/10.1021/je60050a026 . [all data]

Thompson and Linnett, 1936
Thompson, H.W.; Linnett, J.W., The vapour pressures and association of some metallic and non-metallic alkyls, Trans. Faraday Soc., 1936, 32, 681, https://doi.org/10.1039/tf9363200681 . [all data]

Thompson and Linnett, 1936, 2
Thompson, H.W.; Linnett, J.W., The vapour pressures and association of some metallic and non-metallic alkyls, Trans. Faraday Soc., 1936, 32, 681-685. [all data]

Bittrich and Kauer, 1962
Bittrich, H.J.; Kauer, E., Zur Thermodynamik des Systems Diathylamin-Triathylamin. I. Das Flussigkeits-Dampf-Gleichgewicht, Z. Phys. Chem. (Frankfurt/Main), 1962, 219, 224-238. [all data]

Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E., A high-pressure mass spectrometric study of the binding of (CH₃)₃Sn⁺ to lewis bases in the gas phase, Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]

Meot-Ner M. and Sieck, 1983
Meot-Ner M.; Sieck, L.W., The Ionic Hydrogen Bond. 1. Sterically Hindered Bonds. Solvation and Clustering of Sterically Hindered Amines and Pyridines, J. Am. Chem. Soc., 1983, 105, 10, 2956, https://doi.org/10.1021/ja00348a005 . [all data]

Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Cp,liquid	Constant pressure heat capacity of liquid
  T	Temperature
  Tboil	Boiling point
  Tc	Critical temperature
  Tfus	Fusion (melting) point
  ΔcH°liquid	Enthalpy of combustion of liquid at standard conditions
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfH°liquid	Enthalpy of formation of liquid at standard conditions
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions
  ΔvapH	Enthalpy of vaporization
  ΔvapH°	Enthalpy of vaporization at standard conditions
  ρc	Critical density

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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