Ethylamine
- Formula: C2H7N
- Molecular weight: 45.0837
- IUPAC Standard InChIKey: QUSNBJAOOMFDIB-UHFFFAOYSA-N
- CAS Registry Number: 75-04-7
- 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. - Isotopologues:
- Other names: Ethanamine; Aminoethane; Monoethylamine; 1-Aminoethane; C2H5NH2; Aethylamine; Etilamina; Etyloamina; UN 1036
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Gas phase ion energetics data
Go To: Top, 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) | 218.0 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 210. | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.9 | PE | Ohno, Imai, et al., 1985 | LBLHLM |
8.7 | PE | Ohno, Imai, et al., 1983 | LBLHLM |
8.8 ± 0.1 | PE | Aue, Webb, et al., 1976 | LLK |
8.74 | CTS | Slifkin and Allison, 1967 | RDSH |
9.19 | PE | Al-Joboury and Turner, 1964 | RDSH |
8.86 ± 0.02 | PI | Watanabe and Mottl, 1957 | RDSH |
9.50 | PE | Ohno, Imai, et al., 1985 | Vertical value; LBLHLM |
9.50 | PE | Utsunomiya, Kobayashi, et al., 1980 | Vertical value; LLK |
9.471 | PE | Aue, Webb, et al., 1975 | Vertical value; LLK |
9.50 | PE | Ogata, Onizuka, et al., 1973 | Vertical value; LLK |
9.44 ± 0.18 | PE | Leavell, Steichen, et al., 1973 | Vertical value; LLK |
9.50 | PE | Katsumata, Iwai, et al., 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH2N+ | 15.45 | ? | EI | Collin, Franskin, et al., 1967 | RDSH |
CH3+ | 15.6 | CH2NH2 | EI | SenSharma and Franklin, 1973 | LLK |
CH3N+ | 13.5 ± 0.2 | CH4 | EI | Collin, Franskin, et al., 1967 | RDSH |
CH4N+ | 9.69 | CH3 | EI | Lossing, Lam, et al., 1981 | LLK |
CH4N+ | 10.2 ± 0.1 | CH3 | EI | Collin, Franskin, et al., 1967 | RDSH |
CH4N+ | 9.71 | CH3 | PI | Chupka, 1959 | RDSH |
C2H3+ | 16.14 | ? | EI | Collin, Franskin, et al., 1967 | RDSH |
C2H5+ | 13.5 ± 0.2 | ? | EI | Collin, Franskin, et al., 1967 | RDSH |
C2H6N+ | 9.55 | H | EI | Lossing, Lam, et al., 1981 | LLK |
C2H6N+ | 9.61 ± 0.09 | H | EI | Solka and Russell, 1974 | LLK |
C2H6N+ | 12.0 ± 0.1 | H | EI | Collin, Franskin, et al., 1967 | RDSH |
NH3+ | 12.99 | ? | EI | Collin, Franskin, et al., 1967 | RDSH |
H4N+ | 12.72 ± 0.02 | C2H2+H | EI | Haney and Franklin, 1969 | RDSH |
De-protonation reactions
C2H6N- + =
By formula: C2H6N- + H+ = C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 399.3 ± 1.1 | kcal/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 391.70 ± 0.70 | kcal/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
References
Go To: Top, 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.
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]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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