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 thermochemistry data
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, 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 | -57.7 | kJ/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -84.5 kj/mol from Lemoult, 1907 and ΔvapH° value of 26.8±2 kj/mol from trc clapeyron eqn. |
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
B - John E. Bartmess
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
By formula: C3H9Si+ + C2H7N = (C3H9Si+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 240. | kJ/mol | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 164. | J/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
By formula: (C2H8N+ • 2C2H7N) + C2H7N = (C2H8N+ • 3C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 72.4 | kJ/mol | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 178. | J/mol*K | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable; M |
By formula: (C2H8N+ • C2H7N) + C2H7N = (C2H8N+ • 2C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 81.6 | kJ/mol | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 174. | J/mol*K | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable; M |
C2H6N- + =
By formula: C2H6N- + H+ = C2H7N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1671. ± 4.6 | kJ/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1638.9 ± 2.9 | kJ/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
By formula: 2C2H7N = CH5N + C3H9N
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -13.2 | kJ/mol | Eqk | Issoire and Long, 1960 | gas phase; 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:
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) | 912.0 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 878. | kJ/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° | 1671. ± 4.6 | kJ/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1638.9 ± 2.9 | kJ/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Ion clustering 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: 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
By formula: (C2H8N+ • C2H7N) + C2H7N = (C2H8N+ • 2C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 81.6 | kJ/mol | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 174. | J/mol*K | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable |
By formula: (C2H8N+ • 2C2H7N) + C2H7N = (C2H8N+ • 3C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 72.4 | kJ/mol | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 178. | J/mol*K | HPMS | Zielinska and Wincel, 1974 | gas phase; Entropy change is questionable |
By formula: C3H9Si+ + C2H7N = (C3H9Si+ • C2H7N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 240. | kJ/mol | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 164. | J/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986 |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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Download spectrum in JCAMP-DX format.
Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, 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]
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]
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]
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]
Issoire and Long, 1960
Issoire, J.; Long, C.,
Etude de la thermodynamique chimique de la reaction de formation des methylamines,
Bull. Soc. Chim. France, 1960, 2004-2012. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, References
- Symbols used in this document:
AE Appearance energy ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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