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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Condensed phase thermochemistry data
Go To: Top, Phase change data, Gas phase ion energetics data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -20.2 | kcal/mol | Ccb | Lemoult, 1907 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -409.9 | kcal/mol | Ccb | Lemoult, 1907 |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, 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 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 |
---|---|---|---|---|---|
Tboil | 291. ± 2. | K | AVG | N/A | Average of 17 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 191. ± 3. | K | AVG | N/A | Average of 6 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 456.55 | K | N/A | Pohland and Mehl, 1933 | Uncertainty assigned by TRC = 1. K; TRC |
Tc | 456.35 | K | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 55.5400 | atm | N/A | Berthoud, 1917 | Uncertainty assigned by TRC = 0.4000 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 5.408 | mol/l | N/A | Pohland and Mehl, 1933 | Uncertainty 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 |
---|---|---|---|---|
6.93 | 282. | A | Stephenson and Malanowski, 1987 | Based on data from 213. to 297. K.; AC |
6.50 | 305. | A | Stephenson and Malanowski, 1987 | Based on data from 290. to 449. K.; AC |
6.60 | 306. | A | Stephenson and Malanowski, 1987 | Based on data from 291. to 387. K.; AC |
6.19 | 392. | A | Stephenson and Malanowski, 1987 | Based on data from 377. to 456. K.; AC |
6.96 | 281. | N/A | Bittrich, Kauer, et al., 1962 | Based on data from 275. to 288. K.; AC |
6.91 | 275. | N/A | Stull, 1947 | Based 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 289.8 | 4.45015 | 1121.445 | -37.854 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
289.8 to 449. | 4.52442 | 1203.822 | -23.716 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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 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 |
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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. |
---|---|
NIST MS number | 71 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), 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]
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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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