Leucine
- Formula: C6H13NO2
- Molecular weight: 131.1729
- IUPAC Standard InChIKey: ROHFNLRQFUQHCH-RXMQYKEDSA-N
- CAS Registry Number: 61-90-5
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: L-Leucine; Leucine, L-; L-α-Aminoisocaproic acid; α-Amino-γ-methylvaleric acid; (S)-(+)-Leucine; L-(+)-Leucine; Leu; Pentanoic acid, 2-amino-4-methyl-, (S)-; 2-Amino-4-methylpentanoic acid, (L)-; 2-Amino-4-methylvaleric acid, (L)-; iso-C4H9CH(NH2)COOH; L-(-)-2-Amino-4-methylpentanoic acid; Norvaline, 4-methyl-, (L)-; Valeric acid, 2-amino-4-methyl-, (S)-; Leucin; (S)-2-Amino-4-methylpentanoic acid; (S)-Leucine; (S)-2-Amino-4-methylvaleric acid; L-Norvaline, 4-methyl-; NSC 46709
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction 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 compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°gas | -853.26 ± 0.46 | kcal/mol | Ccb | Wu, Zhu, et al., 1993 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction 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 compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -155.10 ± 0.47 | kcal/mol | Ccb | Wu, Zhu, et al., 1993 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH°solid | -154.6 | kcal/mol | Ccb | Hutchens, Cole, et al., 1963 | Heat of combustion is not reported; ALS |
ΔfH°solid | -152.34 ± 0.22 | kcal/mol | Ccb | Huffman, Fox, et al., 1937 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -153.49 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -853.72 ± 0.06 | kcal/mol | Ccb | Tsuzuki and Hunt, 1957 | Reanalyzed by Cox and Pilcher, 1970, Original value = -853.08 ± 0.06 kcal/mol; ALS |
ΔcH°solid | -856.01 ± 0.20 | kcal/mol | Ccb | Huffman, Fox, et al., 1937 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -855.98 ± 0.20 kcal/mol; ALS |
ΔcH°solid | -859.5 | kcal/mol | Ccb | Fischer and Wrede, 1904 | Heat of combustion corrected for pressure; ALS |
ΔcH°solid | -860.52 | kcal/mol | Ccb | Lemoult, 1904 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 50.619 | cal/mol*K | N/A | Hutchens, Cole, et al., 1963 | DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
45.7 | 298. | Badelin, Kulikov, et al., 1990 | T = 298, 313, 333, 348 K.; DH |
45.55 | 298. | Kulikov, Kozlov, et al., 1989 | T = 298 to 348 K.; DH |
48.14 | 298.15 | Spink and Wads, 1975 | DH |
48.031 | 298.15 | Hutchens, Cole, et al., 1963 | T = 11 to 310 K.; DH |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 compiled by: John E. Bartmess
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
C6H12NO2- + =
By formula: C6H12NO2- + H+ = C6H13NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 339.1 ± 2.4 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase |
ΔrH° | 339.0 ± 3.1 | kcal/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 332.2 ± 3.0 | kcal/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry 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]
Hutchens, Cole, et al., 1963
Hutchens, J.O.; Cole, A.G.; Stout, J.W.,
Heat capacities from 11 to 305°K., entropies, and free energies of formation of L-valine, L-isoleucine, and L-leucine,
J. Phys. Chem., 1963, 67, 1128-1130. [all data]
Huffman, Fox, et al., 1937
Huffman, H.M.; Fox, S.W.; Ellis, E.L.,
Thermal data. VII. The heats of combustion of seven amino acids,
J. Am. Chem. Soc., 1937, 59, 2144-21. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Tsuzuki and Hunt, 1957
Tsuzuki, T.; Hunt, H.,
Heats of combustion. VI. The heats of combustion of some amino acids,
J. Phys. Chem., 1957, 61, 1668. [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]
Fischer and Wrede, 1904
Fischer, E.; Wrede, F.,
Uber die Verbrennungswarme einiger organischer Verbindungen,
Sitzungsber. Dtsch. Akad. Wiss. Berlin Kl. Math. Phys. Tech., 1904, 687-715. [all data]
Lemoult, 1904
Lemoult, M.P.,
Remarques sur une serie recenie de determinations calorimetriques,
Compt. Rend., 1904, 663-635. [all data]
Badelin, Kulikov, et al., 1990
Badelin, V.G.; Kulikov, O.V.; Batagin, V.S.; Udzig, E.; Zielenkiewicz, A.; Zielenkiewicz, W.; Krestov, G.A.,
Physico-chemical properties of peptides and their solutions,
Thermochim. Acta, 1990, 169, 81-93. [all data]
Kulikov, Kozlov, et al., 1989
Kulikov, O.V.; Kozlov, V.A.; Malenkina, L.I.; Badelin, V.G.,
Heat capacities of amino acids and peptides and excess characteristics ot their aqueous solutions, Sbornik Nauch. Trud., Termodin. Rast. neelect., Ivanovo,
Inst. nevod. rast., 1989, Akad. [all data]
Spink and Wads, 1975
Spink, C.H.; Wads, I.,
Thermochemistry of solutions of biochemical model compounds. 4. The partial molar heat capacities of some amino acids in aqueous solution,
J. Chem. Thermodynam., 1975, 7, 561-572. [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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°liquid Enthalpy of formation of liquid 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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