Proline
- Formula: C5H9NO2
- Molecular weight: 115.1305
- IUPAC Standard InChI: InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
- IUPAC Standard InChIKey: ONIBWKKTOPOVIA-SCSAIBSYSA-N
- CAS Registry Number: 147-85-3
- 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. - Stereoisomers:
- Other names: L-Proline; Proline, L-; (-)-(S)-Proline; L-(-)-Proline; 2-Pyrrolidinecarboxylic acid; 2-Pyrrolidinecarboxylic acid, (S)-
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Condensed phase thermochemistry 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 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°solid | -507.6 ± 2.6 | kJ/mol | Ccb | Vasilev, Borodin, et al., 1989 | Uc =-2744.77 kJ/mol; ALS |
| ΔfH°solid | -515.18 ± 0.52 | kJ/mol | Ccb | Sabbath and Laffitte, 1978 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -2746.2 ± 2.5 | kJ/mol | Ccb | Vasilev, Borodin, et al., 1989 | Uc =-2744.77 kJ/mol; ALS |
| ΔcH°solid | -2738.6 ± 0.4 | kJ/mol | Ccb | Sabbath and Laffitte, 1978 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 164.06 | J/mol*K | N/A | Cole, Hutchens, et al., 1963 | DH |
| S°solid,1 bar | 170.7 | J/mol*K | N/A | Huffman and Fox, 1940 | Extrapolation below 90 K, 56.07 J/mol*K.; DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 150.4 | 298.15 | Spink and Wads, 1975 | DH |
| 151.17 | 298.15 | Cole, Hutchens, et al., 1963 | T = 11 to 305 K.; DH |
| 149.12 | 300.4 | Huffman and Fox, 1940 | T = 90 to 298 K. Value is unsmoothed experimental datum.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Vasilev, Borodin, et al., 1989
Vasilev, V.P.; Borodin, V.A.; Kopnyshev, S.B.,
Standard enthalpies of formation of L-histidine and L-proline,
Russ. J. Phys. Chem. (Engl. Transl.), 1989, 63, 891-892. [all data]
Sabbath and Laffitte, 1978
Sabbath, R.; Laffitte, M.,
Enthalpy of formation of solid L-proline,
J. Chem. Thermodyn., 1978, 10, 101-102. [all data]
Cole, Hutchens, et al., 1963
Cole, A.G.; Hutchens, J.O.; Stout, J.W.,
Heat capacities from 11 to 305°K. and entropies of L-phenylalanine, L-proline, L-tryptophane, and L-tyrosine. Some free energies of formation,
J. Phys. Chem., 1963, 67, 1852-1855. [all data]
Huffman and Fox, 1940
Huffman, H.M.; Fox, S.W.,
Thermal data. XIII. The heat capacities and entropies of creatine hydrate, DL-citrulline, DL-ornithine, L-proline and taurine,
J. Am. Chem. Soc., 1940, 62, 3464-3465. [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]
Notes
Go To: Top, Condensed phase 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°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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