Ethylamine

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Phase change data

Go To: Top, Gas phase ion energetics data, Ion clustering 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 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

Quantity Value Units Method Reference Comment
Tboil291. ± 2.KAVGN/AAverage of 17 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus191. ± 3.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Tc456.55KN/APohland and Mehl, 1933Uncertainty assigned by TRC = 1. K; TRC
Tc456.35KN/ABerthoud, 1917Uncertainty assigned by TRC = 1.5 K; TRC
Quantity Value Units Method Reference Comment
Pc55.5400atmN/ABerthoud, 1917Uncertainty assigned by TRC = 0.4000 atm; TRC
Quantity Value Units Method Reference Comment
ρc5.408mol/lN/APohland and Mehl, 1933Uncertainty assigned by TRC = 0.22 mol/l; by extrapolation of rectilinera diamters to Tc; TRC

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
6.93282.AStephenson and Malanowski, 1987Based on data from 213. to 297. K.; AC
6.50305.AStephenson and Malanowski, 1987Based on data from 290. to 449. K.; AC
6.60306.AStephenson and Malanowski, 1987Based on data from 291. to 387. K.; AC
6.19392.AStephenson and Malanowski, 1987Based on data from 377. to 456. K.; AC
6.96281.N/ABittrich, Kauer, et al., 1962Based on data from 275. to 288. K.; AC
6.91275.N/AStull, 1947Based on data from 190. to 290. K.; AC

Antoine Equation Parameters

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

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Temperature (K) A B C Reference Comment
190.8 to 289.84.450151121.445-37.854Stull, 1947Coefficents calculated by NIST from author's data.
289.8 to 449.4.524421203.822-23.716Stull, 1947Coefficents 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, Ion clustering data, 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

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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 C2H7N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
Proton affinity (review)218.0kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity210.kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.9PEOhno, Imai, et al., 1985LBLHLM
8.7PEOhno, Imai, et al., 1983LBLHLM
8.8 ± 0.1PEAue, Webb, et al., 1976LLK
8.74CTSSlifkin and Allison, 1967RDSH
9.19PEAl-Joboury and Turner, 1964RDSH
8.86 ± 0.02PIWatanabe and Mottl, 1957RDSH
9.50PEOhno, Imai, et al., 1985Vertical value; LBLHLM
9.50PEUtsunomiya, Kobayashi, et al., 1980Vertical value; LLK
9.471PEAue, Webb, et al., 1975Vertical value; LLK
9.50PEOgata, Onizuka, et al., 1973Vertical value; LLK
9.44 ± 0.18PELeavell, Steichen, et al., 1973Vertical value; LLK
9.50PEKatsumata, Iwai, et al., 1973Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+15.45?EICollin, Franskin, et al., 1967RDSH
CH3+15.6CH2NH2EISenSharma and Franklin, 1973LLK
CH3N+13.5 ± 0.2CH4EICollin, Franskin, et al., 1967RDSH
CH4N+9.69CH3EILossing, Lam, et al., 1981LLK
CH4N+10.2 ± 0.1CH3EICollin, Franskin, et al., 1967RDSH
CH4N+9.71CH3PIChupka, 1959RDSH
C2H3+16.14?EICollin, Franskin, et al., 1967RDSH
C2H5+13.5 ± 0.2?EICollin, Franskin, et al., 1967RDSH
C2H6N+9.55HEILossing, Lam, et al., 1981LLK
C2H6N+9.61 ± 0.09HEISolka and Russell, 1974LLK
C2H6N+12.0 ± 0.1HEICollin, Franskin, et al., 1967RDSH
NH3+12.99?EICollin, Franskin, et al., 1967RDSH
H4N+12.72 ± 0.02C2H2+HEIHaney and Franklin, 1969RDSH

De-protonation reactions

C2H6N- + Hydrogen cation = Ethylamine

By formula: C2H6N- + H+ = C2H7N

Quantity Value Units Method Reference Comment
Δr399.3 ± 1.1kcal/molG+TSMacKay, Hemsworth, et al., 1976gas phase; B
Quantity Value Units Method Reference Comment
Δr391.70 ± 0.70kcal/molIMREMacKay, Hemsworth, et al., 1976gas phase; B

Ion clustering data

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: 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. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

(C2H8N+ • Ethylamine) + Ethylamine = (C2H8N+ • 2Ethylamine)

By formula: (C2H8N+ • C2H7N) + C2H7N = (C2H8N+ • 2C2H7N)

Quantity Value Units Method Reference Comment
Δr19.5kcal/molHPMSZielinska and Wincel, 1974gas phase; Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr41.6cal/mol*KHPMSZielinska and Wincel, 1974gas phase; Entropy change is questionable

(C2H8N+ • 2Ethylamine) + Ethylamine = (C2H8N+ • 3Ethylamine)

By formula: (C2H8N+ • 2C2H7N) + C2H7N = (C2H8N+ • 3C2H7N)

Quantity Value Units Method Reference Comment
Δr17.3kcal/molHPMSZielinska and Wincel, 1974gas phase; Entropy change is questionable
Quantity Value Units Method Reference Comment
Δr42.6cal/mol*KHPMSZielinska and Wincel, 1974gas phase; Entropy change is questionable

C3H9Si+ + Ethylamine = (C3H9Si+ • Ethylamine)

By formula: C3H9Si+ + C2H7N = (C3H9Si+ • C2H7N)

Quantity Value Units Method Reference Comment
Δr57.4kcal/molPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986
Quantity Value Units Method Reference Comment
Δr39.3cal/mol*KPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986

References

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

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

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

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]

Bittrich, Kauer, et al., 1962
Bittrich, H.J.; Kauer, E.; Kraft, M.; Sch«65533»ppe, G.; S«65533»ll, W.; Ullrich, A., Die Dampfdr«65533»cke der «65533»thylamine, J. Prakt. Chem., 1962, 17, 5-6, 250-262, https://doi.org/10.1002/prac.19620170502 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [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]

Ohno, Imai, et al., 1985
Ohno, K.; Imai, K.; Harada, Y., Variations in reactivity of lone-pair electrons due to intramolecular hydrogen bonding as observed by penning ionization electron spectroscopy, J. Am. Chem. Soc., 1985, 107, 8078. [all data]

Ohno, Imai, et al., 1983
Ohno, K.; Imai, K.; Matsumoto, S.; Harada, Y., Penning ionization electron spectroscopy of C2H5X (X = NH2, OH, H, Cl, I) relative reactivity of orbital localizing on functional groups upon electrophilic attack by metastable helium atoms, J. Phys. Chem., 1983, 87, 4346. [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]

Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C., Measurement of ionization potentials from contact charge transfer spectra, Nature, 1967, 215, 949. [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]

Utsunomiya, Kobayashi, et al., 1980
Utsunomiya, C.; Kobayashi, T.; Nagakura, S., Photoelectron angular distribution measurements for some aliphatic alcohols, amines, halides, Bull. Chem. Soc. Jpn., 1980, 53, 1216. [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]

Ogata, Onizuka, et al., 1973
Ogata, H.; Onizuka, H.; Nihei, Y.; Kamada, H., The photoelectron spectra of alcohols, mercaptans and amines, Bull. Chem. Soc. Jpn., 1973, 46, 3036. [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]

Katsumata, Iwai, et al., 1973
Katsumata, S.; Iwai, T.; Kimura, K., Photoelectron spectra and sum rule consideration. Higher alkyl amines and alcohols, Bull. Chem. Soc. Jpn., 1973, 46, 3391. [all data]

Collin, Franskin, et al., 1967
Collin, J.E.; Franskin, M.J.; Hyatt, D., Etude par spectrometrie de masse des mechanismes de dissociation dans l'ethylamine et ses homologues deuteres, Bull. Soc. Roy. Sci. Liege, 1967, 36, 318. [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]

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]

Chupka, 1959
Chupka, W.A., Effect of unimolecular decay kinetics on the interpretation of appearance potentials, J. Chem. Phys., 1959, 30, 191. [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]

Haney and Franklin, 1969
Haney, M.A.; Franklin, J.L., Heats of formation of H3O+, H3S+, and NH4+ by electron impact, J. Chem. Phys., 1969, 50, 2028. [all data]

MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K., Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N, Can. J. Chem., 1976, 54, 1624. [all data]

Zielinska and Wincel, 1974
Zielinska, T.J.; Wincel, H., Gas - Phase Solvation of Protonated Aliphatic Amines: Methyl, Ethyl, n - Propyl, and Iso - Propylamine, Chem. Phys. Lett., 1974, 25, 354. [all data]

Li and Stone, 1990
Li, X.; Stone, A.J., Gas-Phase (CH3)3Si+ Affinities of Alkylamines and Proton Affinities of Trimethylsilyl Alkylamines, Int. J. Mass Spectrom. Ion Proc., 1990, 101, 2-3, 149, https://doi.org/10.1016/0168-1176(90)87008-5 . [all data]

Wojtyniak and Stone, 1986
Wojtyniak, A.C.M.; Stone, A.J., A High-Pressure Mass Spectrometric Study of the Bonding of Trimethylsilylium to Oxygen and Aromatic Bases, Can. J. Chem., 1986, 74, 59. [all data]


Notes

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