DL-Phenylalanine
- Formula: C9H11NO2
- Molecular weight: 165.1891
- 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
The 3d structure may be viewed using Java or Javascript. - 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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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), 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: 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 |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Mass spectrum (electron ionization), 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:
L - Sharon G. Lias
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.4 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.5 | PE | Campbell, Marzluff, et al., 1994 | LL |
8.4 | PE | Cannington and Ham, 1983 | LBLHLM |
≤8.4 | PI | Akopyan and Loginov, 1967 | RDSH |
8.9 | PE | Campbell, Marzluff, et al., 1994 | Vertical value; LL |
9.4 | PE | Cannington and Ham, 1983 | Vertical value; LBLHLM |
Mass spectrum (electron ionization)
Go To: Top, Reaction thermochemistry data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 741 |
NIST MS number | 229437 |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Campbell, Marzluff, et al., 1994
Campbell, S.; Marzluff, E.M.; Rodgers, M.T.; Beauchamp, J.L.; Rempe, M.E.; Schwinck, K.F.; Lichtenberger, D.L.,
Proton affinities and photoelectron spectra of phenylalanine and N-methyl and N,N-dimethylphenylalanine. Correlation of lone pair ionization energies with proton affinities and implications for N-methylation as a method to effect site specific protonation of peptides,
J. Am. Chem. Soc., 1994, 116, 5257. [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]
Akopyan and Loginov, 1967
Akopyan, M.E.; Loginov, Yy.V.,
Mass-spectrometric study of the phoionization of free α-aminoacids,
High Energy Chem., 1967, 1, 83, In original 97. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
IE (evaluated) Recommended ionization energy ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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