dl-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)
- IUPAC Standard InChIKey: ONIBWKKTOPOVIA-UHFFFAOYSA-N
- CAS Registry Number: 609-36-9
- Chemical structure:
This structure is also available as a 2d Mol file - Stereoisomers:
- Other names: 2-Pyrrolidine carboxylic acid; Proline, DL-
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Reaction 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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
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: C5H10NO2+ + C5H9NO2 = (C5H10NO2+ • C5H9NO2)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 29. | kcal/mol | PHPMS | Meot-Ner, Hunter, et al., 1979 | gas phase; M |
| ΔrH° | 20. | kcal/mol | PHPMS | Meot-Ner and Field, 1974 | gas phase; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 32. | cal/mol*K | PHPMS | Meot-Ner, Hunter, et al., 1979 | gas phase; M |
+
= (
•
)
By formula: Na+ + C5H9NO2 = (Na+ • C5H9NO2)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 41.8 ± 3.0 | kcal/mol | IMRE | Gapeev and Dunbar, 2003 | Anchor glycine=38.5+-2.3; RCD |
| ΔrH° | 46.8 | kcal/mol | CIDC | Kish, Ohanessian, et al., 2003 | Anchor alanine=39.89; RCD |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Meot-Ner, Hunter, et al., 1979
Meot-Ner, (Mautner); Hunter, E.P.; Field, F.H.,
Ion Thermochemistry of Low Volatility Compounds in the Gas Phase. I. Intrinsic Basicities of Alpha - Amino Acids,
J. Am. Chem. Soc., 1979, 101, 3, 686, https://doi.org/10.1021/ja00497a034
. [all data]
Meot-Ner and Field, 1974
Meot-Ner, (Mautner); Field, F.H.,
Solvation and Association of Protonated Gaseous Amino Acids,
J. Am. Chem. Soc., 1974, 96, 10, 3168, https://doi.org/10.1021/ja00817a024
. [all data]
Gapeev and Dunbar, 2003
Gapeev, A.; Dunbar, R.C.,
Na+ Affinities of Gas-Phase Amino Acids by Ligand Exchange Equilibrium,
Int. J. Mass Spectrom., 2003, 228, 2-3, 825, https://doi.org/10.1016/S1387-3806(03)00242-2
. [all data]
Kish, Ohanessian, et al., 2003
Kish, M.M.; Ohanessian, G.; Wesdemiotis, C.,
The Na+ affinities of a-amino acids: side-chain substituent effects,
Int. J. Mass Spectrom., 2003, 227, 3, 509, https://doi.org/10.1016/S1387-3806(03)00082-4
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
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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