Ethanamine, N-ethyl-

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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.

Quantity Value Units Method Reference Comment
Δfgas-99.8kJ/molN/ALemoult, 1907Value computed using ΔfHliquid° value of -131 kj/mol from Lemoult, 1907 and ΔvapH° value of 31.18±0.06 kj/mol from missing citation.

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

Quantity Value Units Method Reference Comment
Δfliquid-131.kJ/molCcbLemoult, 1907ALS
Quantity Value Units Method Reference Comment
Δcliquid-3035.kJ/molCcbLemoult, 1907ALS

Constant pressure heat capacity of liquid

Cp,liquid (J/mol*K) Temperature (K) Reference Comment
178.1298.15Costas and Patterson, 1985T = 283.15, 298.15, 313.15 K.; DH
178.1298.15Costas and Patterson, 1985, 2DH
106.3290.Kurnakov and Voskresenskaya, 1936DH

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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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
Tboil328.7 ± 0.8KAVGN/AAverage of 18 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus223.15KN/APohland and Mehl, 1933Uncertainty assigned by TRC = 2. K; TRC
Tfus225.15KN/ATimmermans and Mattaar, 1921Uncertainty assigned by TRC = 1. K; TRC
Tfus223.15KN/ATimmermans, 1921Uncertainty assigned by TRC = 0.5 K; TRC
Tfus223.15KN/ABerthoud, 1917Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Tc498. ± 3.KAVGN/AAverage of 7 values; Individual data points
Quantity Value Units Method Reference Comment
Pc37.48barN/AMandlekar, Kay, et al., 1985Uncertainty assigned by TRC = 1.00 bar; TRC
Pc37.58barN/AKay and Young, 1976Uncertainty assigned by TRC = 0.15 bar; TRC
Pc37.58barN/AKay and Young, 1976, 2Uncertainty assigned by TRC = 0.15 bar; TRC
Pc37.4798barN/AKreglewski and Kay, 1969Uncertainty assigned by TRC = 0.2068 bar; TRC
Quantity Value Units Method Reference Comment
ρc3.32mol/lN/AHerz and Neukirch, 1923Uncertainty assigned by TRC = 0.03 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap31.47kJ/molN/AMajer and Svoboda, 1985 
Δvap31.3 ± 0.1kJ/molCMajer, Svoboda, et al., 1979AC
Δvap32.7 ± 0.2kJ/molIFranks and Watson, 1969Based on data from 273. to 333. K.; AC
Δvap31.2 ± 0.1kJ/molCWadsö, Heikkilä, et al., 1969AC
Δvap31.18 ± 0.06kJ/molCWadso, 1969ALS

Enthalpy of vaporization

ΔvapH (kJ/mol) Temperature (K) Method Reference Comment
29.06328.7N/AMajer and Svoboda, 1985 
31.2315.AStephenson and Malanowski, 1987Based on data from 302. to 328. K.; AC
30.4340.AStephenson and Malanowski, 1987Based on data from 325. to 437. K.; AC
28.4446.AStephenson and Malanowski, 1987Based on data from 431. to 496. K.; AC
30.2 ± 0.1313.CMajer, Svoboda, et al., 1979AC
29.1 ± 0.1328.CMajer, Svoboda, et al., 1979AC
28.0 ± 0.1343.CMajer, Svoboda, et al., 1979AC
31.8307.N/AKilian and Bittrich, 1965Based on data from 292. to 313. K. See also Boublik, Fried, et al., 1984.; AC
31.5319.N/ABittrich and Kauer, 1962Based on data from 304. to 323. K. See also Boublik, Fried, et al., 1984.; AC

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 343.51.410.3266496.5Majer 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
304.60 to 333.732.86193559.071-132.974Bittrich and Kauer, 1962, 2Coefficents 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:


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 as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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+ + Ethanamine, N-ethyl- = (C3H9Sn+ • Ethanamine, N-ethyl-)

By formula: C3H9Sn+ + C4H11N = (C3H9Sn+ • C4H11N)

Quantity Value Units Method Reference Comment
Δr194.kJ/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr140.J/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kJ/mol) T (K) Method Reference Comment
122.525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

N,N'-Dithiobisdiethylamine + 2Diethylamine, hydrochloride = Sulfur monochloride + 4Ethanamine, N-ethyl-

By formula: C8H20N2S2 + 2C4H12ClN = Cl2S2 + 4C4H11N

Quantity Value Units Method Reference Comment
Δr365.3 ± 2.9kJ/molCmClaydon and Mortimer, 1962liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 368. ± 3. kJ/mol; ALS

Tetraethyl sulphamide + 2Diethylamine, hydrochloride = 4Ethanamine, N-ethyl- + sulphuryl dichloride

By formula: C8H20N2O2S + 2C4H12ClN = 4C4H11N + Cl2O2S

Quantity Value Units Method Reference Comment
Δr543.9 ± 7.1kJ/molCmClaydon and Mortimer, 1962liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 543.1 ± 7.1 kJ/mol; ALS

sulphinylbis(diethylamide) + 2Diethylamine, hydrochloride = 4Ethanamine, N-ethyl- + Thionyl chloride

By formula: C8H20N2OS + 2C4H12ClN = 4C4H11N + Cl2OS

Quantity Value Units Method Reference Comment
Δr379.5 ± 4.2kJ/molCmClaydon and Mortimer, 1962liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 393. ± 4.2 kJ/mol; ALS

Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

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

View reactions leading to C4H11N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)952.4kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity919.4kJ/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
7.9 ± 0.1PEAue, Webb, et al., 1976LLK
8.51PEAl-Joboury and Turner, 1964RDSH
8.01 ± 0.01PIWatanabe and Mottl, 1957RDSH
8.68PEGibbins, Lappert, et al., 1975Vertical value; LLK
8.630PEAue, Webb, et al., 1975Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+14.64?EICollin and Franskin, 1966RDSH
CH3+15.4C2H5NHCH2EISenSharma and Franklin, 1973LLK
CH4N+13.10 ± 0.10C2H4+CH3EICollin and Franskin, 1966RDSH
C2H3+15.35?EICollin and Franskin, 1966RDSH
C2H5+14.85?EICollin and Franskin, 1966RDSH
C2H6N+11.42 ± 0.05C2H5EISolka and Russell, 1974LLK
C2H6N+13.65 ± 0.08?EICollin and Franskin, 1966RDSH
C3H8N+8.92CH3EILossing, Lam, et al., 1981LLK
C3H8N+9.55 ± 0.10CH3EICollin and Franskin, 1966RDSH

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Notes

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

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]

Costas and Patterson, 1985
Costas, M.; Patterson, D., Heat capacities of water + organic-solvent mixtures, J. Chem. Soc., Faraday Trans. 1, 1985, 81, 2381-2398. [all data]

Costas and Patterson, 1985, 2
Costas, M.; Patterson, D., Self-association of alcohols in inert solvents, J. Chem. Soc., Faraday Trans. 1, 1985, 81, 635-654. [all data]

Kurnakov and Voskresenskaya, 1936
Kurnakov, N.S.; Voskresenskaya, N.K., Calorimetry of liquid binary systems, Izv. Akad. Nauk SSSR, Otdel. Mat. i Estestv. Nauk. Ser. Khim, 1936, 1936, 439-461. [all data]

Pohland and Mehl, 1933
Pohland, E.; Mehl, W., Physical Properties of Ethylamine., Z. Phys. Chem., Abt. A, 1933, 164, 48. [all data]

Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F., Freezing points of orgainic substances VI. New experimental determinations., Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]

Timmermans, 1921
Timmermans, J., The Freezing Points of Organic Substances IV. New Exp. Determinations, Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]

Berthoud, 1917
Berthoud, A., Determination of Critical Temperatures and Pressures of Amines and Alkyl Chlorides, J. Chim. Phys. Phys.-Chim. Biol., 1917, 15, 3. [all data]

Mandlekar, Kay, et al., 1985
Mandlekar, A.V.; Kay, W.B.; Smith, R.L.; Teja, A.S., Phase equilibria in the n-hexane + diethylamine system, Fluid Phase Equilib., 1985, 23, 79. [all data]

Kay and Young, 1976
Kay, W.B.; Young, C.L., Gas-liquid critical properties. Diethylamine-methanol system, Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1976, No. 1, 74. [all data]

Kay and Young, 1976, 2
Kay, W.B.; Young, C.L., Gas-liquid critical properties. Diethylamine, 2-butanone (methylethyl ketone) system, Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1976, No. 1, 76. [all data]

Kreglewski and Kay, 1969
Kreglewski, A.; Kay, W.B., The Critical Constants of Conformal Mixtures, J. Phys. Chem., 1969, 73, 3359. [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]

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]

Franks and Watson, 1969
Franks, F.; Watson, B., Calorimetric study of dilute aqueous solutions of dialkylamines: hydration of alkyl groups, Trans. Faraday Soc., 1969, 65, 2339, https://doi.org/10.1039/tf9696502339 . [all data]

Wadsö, Heikkilä, et al., 1969
Wadsö, Ingemar; Heikkilä, Jussi; Beagley, B.; Aalto, Tarja; Werner, Per-Erik; Junggren, Ulf; Lamm, Bo; Samuelsson, Benny, Enthalpies of Vaporization of Organic Compounds. III. Amines., Acta Chem. Scand., 1969, 23, 2061-2064, https://doi.org/10.3891/acta.chem.scand.23-2061 . [all data]

Wadso, 1969
Wadso, I., Enthalpies of vaporization of organic compounds, Acta Chem. Scand., 1969, 23, 2061. [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]

Kilian and Bittrich, 1965
Kilian, H.; Bittrich, H.J., Z. Phys. Chem., 1965, 230, 383. [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Bittrich and Kauer, 1962
Bittrich, H.-J.; Kauer, E., Z. Phys. Chem. [Frankfurt am Main], 1962, 219, 224. [all data]

Bittrich and Kauer, 1962, 2
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]

Claydon and Mortimer, 1962
Claydon, A.P.; Mortimer, C.T., Heats of formation and bond energies. Part VIII. Diethylaminotrimethylsilane, NN'-dithiodiethylamine, NN'-thionylbisdiethylamine, and NN'-sulphurylbisdiethylamine, J. Chem. Soc., 1962, 3212-3216. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]

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]

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]

Gibbins, Lappert, et al., 1975
Gibbins, S.G.; Lappert, M.F.; Pedley, J.B.; Sharp, G.J., Bonding studies of transition-metal complexes. Part II. Helium-I photoelectron spectra of homoleptic d0, d1, and d10 tetrakis(dialkylamides) of transition group 4B metals tungsten hexakis(dimethylamide), J. Chem. Soc. Dalton Trans., 1975, 72. [all data]

Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T., Proton affinities, ionization potentials, and hydrogen affinities of nitrogen and oxygen bases. Hybridization effects, J. Am. Chem. Soc., 1975, 97, 4137. [all data]

Collin and Franskin, 1966
Collin, J.E.; Franskin, M.J., Ionisation, dissociation et rearrangements intramoleculaires dans les amines aliphatiques soumises a l'impact electronique. Cas de la diethylamine et de la diethylamine-Nd, Bull. Soc. Roy. Sci. Liege, 1966, 35, 285. [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]

Solka and Russell, 1974
Solka, B.H.; Russell, M.E., Energetics of formation of some structural isomers of gaseous C2H5O+ C2H6N+ ions, J. Phys. Chem., 1974, 78, 1268. [all data]

Lossing, Lam, et al., 1981
Lossing, F.P.; Lam, Y.-T.; Maccoll, A., Gas phase heats of formation of alkyl immonium ions, Can. J. Chem., 1981, 59, 2228. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References