DL-Phenylalanine
- Formula: C9H11NO2
- Molecular weight: 165.1891
- IUPAC Standard InChI: InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
- IUPAC Standard InChIKey: COLNVLDHVKWLRT-UHFFFAOYSA-N
- CAS Registry Number: 150-30-1
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Stereoisomers:
- Other names: DL-β-Phenylalanine; β-Phenylalanine, dl-; (.+/-.)-Phenylalanine; Alanine, phenyl-, DL-; DL-α-Amino-β-phenylpropionic acid; DL-β-Phenyl-α-alanine; DL-2-Amino-3-phenylpropanoic acid; DL-3-Phenylalanine; DLPA; 2-Amino-3-phenylpropionic acid, dl-; NSC 9959; Phenylalanine; L-Phenylalanine
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Condensed phase thermochemistry data
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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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -110.09 ± 0.61 | kcal/mol | Ccb | Breitenbach, Derkosch, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -109.7 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1112.10 ± 0.60 | kcal/mol | Ccb | Breitenbach, Derkosch, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1112.3 kcal/mol |
| ΔcH°solid | -1114.8 | kcal/mol | Ccb | Fischer and Wrede, 1904 | Heat of combustion corrected for pressure |
Reaction thermochemistry data
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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: 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: Na+ + C9H11NO2 = (Na+ • C9H11NO2)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 47.3 ± 3.0 | kcal/mol | IMRE | Gapeev and Dunbar, 2003 | Anchor glycine=38.5+-2.5 |
| ΔrH° | 47.3 | kcal/mol | CIDC | Kish, Ohanessian, et al., 2003 | Anchor alanine=39.89 |
References
Go To: Top, 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.
Breitenbach, Derkosch, et al., 1952
Breitenbach, J.W.; Derkosch, J.; Wessely, F.,
Energetik der bildung hochmolekularer polypeptide,
Monatsh. Chem., 1952, 83, 591. [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]
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, Condensed phase thermochemistry data, Reaction thermochemistry 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 ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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