Triethylamine

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Phase change data

Go To: Top, Gas phase ion energetics data, Gas Chromatography, References, Notes

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

Quantity Value Units Method Reference Comment
Tboil362.2 ± 0.6KAVGN/AAverage of 28 out of 30 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus158.45KN/ATimmermans, 1952Uncertainty assigned by TRC = 0.4 K; TRC
Tfus158.KN/AJoukovsky, 1934Uncertainty assigned by TRC = 2. K; TRC
Tfus158.45KN/ATimmermans and Hennaut-Roland, 1932Uncertainty assigned by TRC = 1. K; TRC
Tfus158.4KN/ATimmermans, 1914Uncertainty assigned by TRC = 0.2 K; TRC
Quantity Value Units Method Reference Comment
Tc535.6 ± 0.3KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
ρc2.54mol/lN/AHerz and Neukirch, 1923Uncertainty assigned by TRC = 0.02 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap35.1 ± 0.5kJ/molAVGN/AAverage of 7 values; Individual data points

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
31.01362.1N/AMajer and Svoboda, 1985 
33.4 ± 0.2313.N/AMokbel, Razzouk, et al., 2009Based on data from 273. to 353. K.; AC
33.9325.EBWANG, FANG, et al., 2006Based on data from 310. to 362. K.; AC
35.2 ± 0.9275.N/ABaev, 2001Based on data from 231. to 319. K.; AC
34.1317.EBDutt, Kahol, et al., 1990Based on data from 302. to 338. K.; AC
34.6311.N/AStephenson and Malanowski, 1987Based on data from 298. to 324. K.; AC
33.9 ± 0.1313.CMajer, Svoboda, et al., 1979AC
33.0 ± 0.2328.CMajer, Svoboda, et al., 1979AC
32.2 ± 0.1343.CMajer, Svoboda, et al., 1979AC
31.3 ± 0.2358.CMajer, Svoboda, et al., 1979AC
34.8318.EBMajer, Svoboda, et al., 1979Based on data from 303. to 361. K.; AC
33.3339.N/ABayles and Letcher, 1971Based on data from 324. to 357. K.; AC
33.0311.N/AThompson and Linnett, 1936Based on data from 285. to 337. K.; AC
33.18363.3VThompson and Linnett, 1936, 2ALS

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kJ/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kJ/mol) β Tc (K) Reference Comment
298. to 358.50.320.2684535.6Majer and Svoboda, 1985 

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
323. to 367.82.98368695.814-128.271Bittrich and Kauer, 1962Coefficents calculated by NIST from author's data.

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics data

Go To: Top, Phase change data, Gas Chromatography, References, Notes

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

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Quantity Value Units Method Reference Comment
IE (evaluated)7.53 ± 0.10eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)981.8kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity951.kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.47 ± 0.04PEMathis and Compton, 1996LL
7.53 ± 0.10LSMathis and Compton, 1996LL
7.3PEAue and Bowers, 1979LLK
7.1 ± 0.1PEAue, Webb, et al., 1976LLK
7.20 ± 0.09PEAue, Webb, et al., 1975LLK
7.84PEAl-Joboury and Turner, 1964RDSH
7.50 ± 0.02PIWatanabe and Mottl, 1957RDSH
8.03PEZverev and Titova, 1996Vertical value; LL
8.24 ± 0.04PEMathis and Compton, 1996Vertical value; LL
8.08PEUtsunomiya, Kobayashi, et al., 1976Vertical value; LLK
8.19 ± 0.05PELeavell, Steichen, et al., 1973Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH3+16.7(C2H5)2NCHEISenSharma and Franklin, 1973LLK
C4H10N+13.14C2H5EIPlotnikov, Bogolyubov, et al., 1969RDSH
C5H12N+11.48CH3EIPlotnikov, Bogolyubov, et al., 1969RDSH

Gas Chromatography

Go To: Top, Phase change data, Gas phase ion energetics data, References, Notes

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

Kovats' RI, non-polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
PackedC78, Branched paraffin130.673.6Dallos, Sisak, et al., 2000He; Column length: 3.3 m
PackedC78, Branched paraffin130.673.6Reddy, Dutoit, et al., 1992Chromosorb G HP; Column length: 3.3 m
PackedApolane130.676.Dutoit, 1991Column length: 3.7 m
PackedApiezon L80.672.Zhuravleva, Golovnya, et al., 1981Chromosorb G AW (80-100 mesh); Column length: 2.7 m
PackedPMS-100130.727.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPMS-100150.726.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPMS-100180.724.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedApiezon L100.676.Golovnya and Zhuravleva, 1973 
PackedApiezon L130.727.Landault and Guiochon, 1964Teflon-Haloport; Column length: 2.26 m

Kovats' RI, polar column, isothermal

View large format table.

Column type Active phase Temperature (C) I Reference Comment
PackedCarbowax 20M165.812.4Ellis and Still, 1979Chromosorb W, AW-DMCS
PackedPEG-2000120.775.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPEG-2000150.774.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPEG-2000152.770.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPEG-2000179.775.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPEG-2000180.763.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m
PackedPEG-2000200.780.Anderson, Jurel, et al., 1973He, Celite 545 (44-60 mesh); Column length: 3. m

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type Active phase I Reference Comment
Capillary5 % Phenyl methyl siloxane711.Estevez, Ventanas, et al., 200530. m/0.25 mm/1. μm, He, 40. C @ 10. min, 7. K/min, 250. C @ 5. min
CapillaryDB-1682.Bartelt, 199730. m/0.32 mm/5. μm, He, 35. C @ 1. min, 10. K/min; Tend: 270. C

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type Active phase I Reference Comment
CapillaryOV-101677.Zenkevich, 200525. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C
CapillaryDB-5677.Savel'eva, Zenkevich, et al., 200325. m/0.20 mm/0.33 μm, Helium, 40. C @ 1. min, 5. K/min, 270. C @ 15. min

Normal alkane RI, non-polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryNonpolar679.Staples and Zeiger, 2008Program: not specified
CapillaryNonpolar680.Staples and Zeiger, 2008Program: not specified
CapillaryNonpolar680.Staples and Zeiger, 2008Program: not specified
CapillaryNonpolar695.Staples and Zeiger, 2008Program: not specified
CapillaryNonpolar696.Staples and Zeiger, 2008Program: not specified
CapillarySPB-1684.Flanagan, Streete, et al., 199760. m/0.53 mm/5. μm, He; Program: 40C(6min) => 5C/min => 80C => 10C/min => 200C
CapillaryPolydimethyl siloxanes677.Zenkevich and Chupalov, 1996Program: not specified
CapillarySPB-1684.Strete, Ruprah, et al., 199260. m/0.53 mm/5.0 μm, Helium; Program: 40 0C (6 min) 5 0C/min -> 80 0C 10 0C/min -> 200 0C

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type Active phase I Reference Comment
CapillaryDB-Wax727.Peng, Yang, et al., 1991Program: not specified

References

Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes

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

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]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Mathis and Compton, 1996
Mathis, J.E.; Compton, R.N., Single and multiple photon ionization of triethylamine, J. Chem. Phys., 1996, 104, 8341. [all data]

Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T., Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]

Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T., Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines, J. Am. Chem. Soc., 1976, 98, 311. [all data]

Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T., Photoelectron spectrum and gas-phase basicity of manxine. Evidence for a planar bridgehead nitrogen, J. Am. Chem. Soc., 1975, 97, 4136. [all data]

Al-Joboury and Turner, 1964
Al-Joboury, M.I.; Turner, D.W., Molecular photoelectron spectroscopy. Part II. A summary of ionization potentials, J. Chem. Soc., 1964, 4434. [all data]

Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R., Ionization potentials of ammonia and some amines, J. Chem. Phys., 1957, 26, 1773. [all data]

Zverev and Titova, 1996
Zverev, V.V.; Titova, Z.S., Theoretical and experimental investigation of stereoelectronic interactions in H-complexes of sulfenamide derivatives, Izv. Akad. Nauk Ser. Khim., 1996, 2894. [all data]

Utsunomiya, Kobayashi, et al., 1976
Utsunomiya, C.; Kobayashi, T.; Nagakura, S., Photoelectron spectra of electron donor-acceptor complexes between bromine and alkylamines, Chem. Phys. Lett., 1976, 39, 245. [all data]

Leavell, Steichen, et al., 1973
Leavell, S.; Steichen, J.; Franklin, J.L., Photoelectron spectra of intramolecularly hydrogen bonded compounds, J. Chem. Phys., 1973, 59, 4343. [all data]

SenSharma and Franklin, 1973
SenSharma, D.K.; Franklin, J.L., Heat of formation of free radicals by mass spectrometry, J. Am. Chem. Soc., 1973, 95, 6562. [all data]

Plotnikov, Bogolyubov, et al., 1969
Plotnikov, V.F.; Bogolyubov, G.M.; Maretina, I.A.; Petrov, A.A., Organic derivatives of elements of Groups V and VI. V. Mass spectra of 1-buten-3-ynylamines, Zh. Org. Khim., 1969, 5, 1137, In original 1157. [all data]

Dallos, Sisak, et al., 2000
Dallos, A.; Sisak, A.; Kulcsár, Z.; Kováts, E., Pair-wise interactions by gas chromatography VII. Interaction free enthalpies of solutes with secondary alcohol groups, J. Chromatogr. A, 2000, 904, 2, 211-242, https://doi.org/10.1016/S0021-9673(00)00908-0 . [all data]

Reddy, Dutoit, et al., 1992
Reddy, K.S.; Dutoit, J.-Cl.; Kovats, E. sz., Pair-wise interactions by gas chromatography. I. Interaction free enthalpies of solutes with non-associated primary alcohol groups, J. Chromatogr., 1992, 609, 1-2, 229-259, https://doi.org/10.1016/0021-9673(92)80167-S . [all data]

Dutoit, 1991
Dutoit, J., Gas chromatographic retention behaviour of some solutes on structurally similar polar and non-polar stationary phases, J. Chromatogr., 1991, 555, 1-2, 191-204, https://doi.org/10.1016/S0021-9673(01)87179-X . [all data]

Zhuravleva, Golovnya, et al., 1981
Zhuravleva, I.L.; Golovnya, R.V.; Terenina, M.B.; Grigorieva, D.N., Gas chromatographic behaviour of some unsymmetrical tertiary amines, Zh. Anal. Khim., 1981, 36, 968-975. [all data]

Anderson, Jurel, et al., 1973
Anderson, A.; Jurel, S.; Shymanska, M.; Golender, L., Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phases, Latv. PSR Zinat. Akad. Vestis Kim. Ser., 1973, 1, 51-63. [all data]

Golovnya and Zhuravleva, 1973
Golovnya, R.V.; Zhuravleva, I.L., Gas Chromatographic Method of Identification of n-Aliphatic Amines Through the Use of Donor-Acceptor Interaction with Phosphate, Chromatographia, 1973, 6, 12, 508-513, https://doi.org/10.1007/BF02269131 . [all data]

Landault and Guiochon, 1964
Landault, C.; Guiochon, G., Separation des amines par chromatographie gaz-liquide en utilisant le teflon comme support, J. Chromatogr., 1964, 13, 327-336, https://doi.org/10.1016/S0021-9673(01)95126-X . [all data]

Ellis and Still, 1979
Ellis, T.S.; Still, R.H., Thermal degradation of polymers. XXIII. Vacuum pyrolysis of poly(p-N,N-dimethylaminostyrene); the products volatile at pyrolysis temperature, liquid or gaseous at room temperature, J. Appl. Polym. Sci., 1979, 23, 10, 2871-2880, https://doi.org/10.1002/app.1979.070231004 . [all data]

Estevez, Ventanas, et al., 2005
Estevez, M.; Ventanas, S.; Ramirez, R.; Cava, R., Influence of the Addition of Rosemary Essential Oil on the Volatiles Pattern of Porcine Frankfurters, J. Agric. Food Chem., 2005, 53, 21, 8317-8324, https://doi.org/10.1021/jf051025q . [all data]

Bartelt, 1997
Bartelt, R.J., Calibration of a commercial solid-phase microextraction device for measuring headspace concentrations of organic volatiles, Anal. Chem., 1997, 69, 3, 364-372, https://doi.org/10.1021/ac960820n . [all data]

Zenkevich, 2005
Zenkevich, I.G., Experimentally measured retention indices., 2005. [all data]

Savel'eva, Zenkevich, et al., 2003
Savel'eva, E.I.; Zenkevich, I.G.; Radilov, A.S., Identification the Products of Chemical Neutralization of O-Isobutyl-S-(2-diethylaminoethyl)methylthiophosphonate in the Composition of Bitumen-Salt Matrices, Zh. Anal. Khim. (Rus.), 2003, 58, 2, 135-145. [all data]

Staples and Zeiger, 2008
Staples, E.; Zeiger, K., On-Site Measurements of VOCs and Odors from Metal Casting Operations Using an Ultra-Fast Gas Chromatograph, 2008, retrieved from http://www.estcal.com/TechPapers/Industrial/FoundryOdors.doc. [all data]

Flanagan, Streete, et al., 1997
Flanagan, R.J.; Streete, P.J.; Ramsey, J.D., Volatile Substance Abuse, UNODC Technical Series, No 5, United Nations, Office on Drugs and Crime, Vienna International Centre, PO Box 500, A-1400 Vienna, Austria, 1997, 56, retrieved from http://www.odccp.org/pdf/technicalseries1997-01-011.pdf. [all data]

Zenkevich and Chupalov, 1996
Zenkevich, I.G.; Chupalov, A.A., New Possibilities of Chromato Mass Pectrometric Identification of Organic Compounds Using Increments of Gas Chromatographic Retention Indices of Molecular Structural Fragments, Zh. Org. Khim. (Rus.), 1996, 32, 5, 656-666. [all data]

Strete, Ruprah, et al., 1992
Strete, P.J.; Ruprah, M.; Ramsey, J.D.; Flanagan, R.J., Detection and identification of volatile substances by headspace capillary gas chromatography to aid the diagnosis of acute poisoning, Analyst, 1992, 117, 7, 1111-1127, https://doi.org/10.1039/an9921701111 . [all data]

Peng, Yang, et al., 1991
Peng, C.T.; Yang, Z.C.; Ding, S.F., Prediction of rentention idexes. II. Structure-retention index relationship on polar columns, J. Chromatogr., 1991, 586, 1, 85-112, https://doi.org/10.1016/0021-9673(91)80028-F . [all data]


Notes

Go To: Top, Phase change data, Gas phase ion energetics data, Gas Chromatography, References