Threonine
- Formula: C4H9NO3
- Molecular weight: 119.1192
- IUPAC Standard InChIKey: AYFVYJQAPQTCCC-STHAYSLISA-N
- CAS Registry Number: 72-19-5
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: L-Threonine; Threonine, L-; Butanoic acid, 2-amino-3-hydroxy-, [R-(R*,S*)]-; Threonin; L-CH3CH(OH)CH(NH2)COOH; L-α-Amino-β-hydroxybutyric acid
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Condensed phase thermochemistry data
Go To: Top, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -776.3 ± 1.1 | kJ/mol | Ccb | Wu, Zhu, et al., 1993 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2084.6 ± 1.1 | kJ/mol | Ccb | Wu, Zhu, et al., 1993 | |
ΔcH°solid | -2053.1 ± 0.84 | kJ/mol | Ccb | Tsuzuki, Harper, et al., 1958 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2054. ± 0.8 kJ/mol |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry 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
MM - Michael M. Meot-Ner (Mautner)
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 922.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 888.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
923.4 | Bojesen and Breindahl, 1994 | PA increased by 1.5 kcal/mol for referencing values to Hunter and Lias, 1998; MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
≤10.2 | PE | Cannington and Ham, 1983 | Vertical value; LBLHLM |
De-protonation reactions
C4H8NO3- + =
By formula: C4H8NO3- + H+ = C4H9NO3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1388. ± 10. | kJ/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrH° | 1389. ± 13. | kJ/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1361. ± 13. | kJ/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase; B |
References
Go To: Top, Condensed phase 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.
Wu, Zhu, et al., 1993
Wu, D.; Zhu, Y.; Gao, Z.; Qu, S.,
Determination of combustion heat of some amino acids,
Wuhan Daxue Xuebao Ziran Kexueban, 1993, 78-82. [all data]
Tsuzuki, Harper, et al., 1958
Tsuzuki, T.; Harper, D.O.; Hunt, H.,
Heats of combustion. VII. The heats of combustion of some amino acids,
J. Phys. Chem., 1958, 62, 1594-1595. [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]
Bojesen and Breindahl, 1994
Bojesen, G.; Breindahl, T.,
On the Proton Affinity od Some Alpha-Amino Acids and the Theory of the Kinetic Method.,
J. Chem. Soc. Perkin 2, 1994, 1029. [all data]
Cannington and Ham, 1983
Cannington, P.H.; Ham, N.S.,
He(I) and He(II) photoelectron spectra of glycine and related molecules,
J. Electron Spectrosc. Relat. Phenom., 1983, 32, 139. [all data]
Jones, Bernier, et al., 2007
Jones, C.M.; Bernier, M.; Carson, E.; Colyer, K.E.; Metz, R.; Pawlow, A.; Wischow, E.D.; Webb, I.; Andriole, E.J.; Poutsma, J.C.,
Gas-phase Acities of the 20 Protein Amino Acids,
Int. J. Mass Spectrom., 2007, 267, 1-3, 54-62, https://doi.org/10.1016/j.ijms.2007.02.018
. [all data]
O'Hair, Bowie, et al., 1992
O'Hair, R.J.; Bowie, J.H.; Gronert, S.,
Gas Phase Acidity of the alpha-Amino Acids,
Int. J. Mass Spectrom. Ion Proc., 1992, 117, 23, https://doi.org/10.1016/0168-1176(92)80083-D
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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