Triethylamine
- Formula: C6H15N
- Molecular weight: 101.1900
- IUPAC Standard InChIKey: ZMANZCXQSJIPKH-UHFFFAOYSA-N
- 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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Gas phase thermochemistry data
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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 by: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -32.05 | kcal/mol | N/A | Baroody and Carpenter, 1972 | Value computed using ΔfHliquid° value of -169 kj/mol from Baroody and Carpenter, 1972 and ΔvapH° value of 34.94±0.06 kj/mol from missing citation. |
ΔfH°gas | -22.2 ± 0.1 | kcal/mol | N/A | Lebedeva, 1966 | Value computed using ΔfHliquid° value of -127.8±0.54 kj/mol from Lebedeva, 1966 and ΔvapH° value of 34.94±0.06 kj/mol from missing citation. |
ΔfH°gas | -34.20 | kcal/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -178 kj/mol from Lemoult, 1907 and ΔvapH° value of 34.94±0.06 kj/mol from missing citation. |
Phase change data
Go To: Top, Gas phase thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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 |
---|---|---|---|---|---|
Tboil | 362.2 ± 0.6 | K | AVG | N/A | Average of 28 out of 30 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 158.45 | K | N/A | Timmermans, 1952 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 158. | K | N/A | Joukovsky, 1934 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 158.45 | K | N/A | Timmermans and Hennaut-Roland, 1932 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 158.4 | K | N/A | Timmermans, 1914 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 535.6 ± 0.3 | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 2.54 | mol/l | N/A | Herz and Neukirch, 1923 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 8.4 ± 0.1 | kcal/mol | AVG | N/A | Average of 7 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
7.412 | 362.1 | N/A | Majer and Svoboda, 1985 | |
7.98 ± 0.05 | 313. | N/A | Mokbel, Razzouk, et al., 2009 | Based on data from 273. to 353. K.; AC |
8.10 | 325. | EB | WANG, FANG, et al., 2006 | Based on data from 310. to 362. K.; AC |
8.4 ± 0.2 | 275. | N/A | Baev, 2001 | Based on data from 231. to 319. K.; AC |
8.15 | 317. | EB | Dutt, Kahol, et al., 1990 | Based on data from 302. to 338. K.; AC |
8.27 | 311. | N/A | Stephenson and Malanowski, 1987 | Based on data from 298. to 324. K.; AC |
8.10 ± 0.02 | 313. | C | Majer, Svoboda, et al., 1979 | AC |
7.89 ± 0.05 | 328. | C | Majer, Svoboda, et al., 1979 | AC |
7.70 ± 0.02 | 343. | C | Majer, Svoboda, et al., 1979 | AC |
7.48 ± 0.05 | 358. | C | Majer, Svoboda, et al., 1979 | AC |
8.32 | 318. | EB | Majer, Svoboda, et al., 1979 | Based on data from 303. to 361. K.; AC |
7.96 | 339. | N/A | Bayles and Letcher, 1971 | Based on data from 324. to 357. K.; AC |
7.89 | 311. | N/A | Thompson and Linnett, 1936 | Based on data from 285. to 337. K.; AC |
7.930 | 363.3 | V | Thompson and Linnett, 1936, 2 | ALS |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 358. | 12.03 | 0.2684 | 535.6 | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
323. to 367.8 | 2.97797 | 695.814 | -128.271 | Bittrich and Kauer, 1962 | Coefficents calculated by NIST from author's data. |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 291545 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | C78, Branched paraffin | 130. | 673.6 | Dallos, Sisak, et al., 2000 | He; Column length: 3.3 m |
Packed | C78, Branched paraffin | 130. | 673.6 | Reddy, Dutoit, et al., 1992 | Chromosorb G HP; Column length: 3.3 m |
Packed | Apolane | 130. | 676. | Dutoit, 1991 | Column length: 3.7 m |
Packed | Apiezon L | 80. | 672. | Zhuravleva, Golovnya, et al., 1981 | Chromosorb G AW (80-100 mesh); Column length: 2.7 m |
Packed | PMS-100 | 130. | 727. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PMS-100 | 150. | 726. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PMS-100 | 180. | 724. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | Apiezon L | 100. | 676. | Golovnya and Zhuravleva, 1973 | |
Packed | Apiezon L | 130. | 727. | Landault and Guiochon, 1964 | Teflon-Haloport; Column length: 2.26 m |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Carbowax 20M | 165. | 812.4 | Ellis and Still, 1979 | Chromosorb W, AW-DMCS |
Packed | PEG-2000 | 120. | 775. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 150. | 774. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 152. | 770. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 179. | 775. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 180. | 763. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Packed | PEG-2000 | 200. | 780. | Anderson, Jurel, et al., 1973 | He, Celite 545 (44-60 mesh); Column length: 3. m |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | 5 % Phenyl methyl siloxane | 711. | Estevez, Ventanas, et al., 2005 | 30. m/0.25 mm/1. μm, He, 40. C @ 10. min, 7. K/min, 250. C @ 5. min |
Capillary | DB-1 | 682. | Bartelt, 1997 | 30. 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
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 677. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
Capillary | DB-5 | 677. | Savel'eva, Zenkevich, et al., 2003 | 25. 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
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Nonpolar | 679. | Staples and Zeiger, 2008 | Program: not specified |
Capillary | Nonpolar | 680. | Staples and Zeiger, 2008 | Program: not specified |
Capillary | Nonpolar | 680. | Staples and Zeiger, 2008 | Program: not specified |
Capillary | Nonpolar | 695. | Staples and Zeiger, 2008 | Program: not specified |
Capillary | Nonpolar | 696. | Staples and Zeiger, 2008 | Program: not specified |
Capillary | SPB-1 | 684. | Flanagan, Streete, et al., 1997 | 60. m/0.53 mm/5. μm, He; Program: 40C(6min) => 5C/min => 80C => 10C/min => 200C |
Capillary | Polydimethyl siloxanes | 677. | Zenkevich and Chupalov, 1996 | Program: not specified |
Capillary | SPB-1 | 684. | Strete, Ruprah, et al., 1992 | 60. 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
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | DB-Wax | 727. | Peng, Yang, et al., 1991 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, 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]
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]
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, Gas phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas 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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