- Formula: C9H11NO3
- Molecular weight: 181.1885
- IUPAC Standard InChI:
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- IUPAC Standard InChIKey: OUYCCCASQSFEME-MRVPVSSYSA-N
- CAS Registry Number: 60-18-4
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
- Other names: L-Tyrosine; Tyrosine, L-; «alpha»-Amino-«beta»-(4-hydroxyphenyl)propionic acid; (-)-«alpha»-Amino-p-hydroxyhydrocinnamic acid; p-Tyrosine; Benzenepropanoic acid, «alpha»-amino-4-hydroxy-, (S)-; L-p-Tyrosine; L-Phenylalanine, 4-hydroxy-; Propanoic acid, 2-amino-3-(4-hydroxyphenyl)-, (S)-; L-2-Amino-3-p-hydroxyphenylpropanoic acid; (S)-«alpha»-Amino-4-hydroxybenzenepropanoic acid; (S)-Tyrosine; NSC 82624
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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 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.
By formula: C9H10NO3- + H+ = C9H11NO3
|rH°||1425. ± 7.5||kJ/mol||G+TS||Tian, Wang, et al., 2009||gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions|
|rH°||1413. ± 11.||kJ/mol||CIDC||Jones, Bernier, et al., 2007||gas phase|
|rH°||1413. ± 13.||kJ/mol||G+TS||O'Hair, Bowie, et al., 1992||gas phase|
|rG°||1391. ± 6.3||kJ/mol||N/A||Tian, Wang, et al., 2009||gas phase; Probes indicate 70% phenoxide, 30% carboxylate (0.5 kcal/mol). dSacid calc at B3LYP, mixture of anions|
|rG°||1379. ± 13.||kJ/mol||CIDC||O'Hair, Bowie, et al., 1992||gas phase|
Go To: Top, Reaction thermochemistry data, Notes
Tian, Wang, et al., 2009
Tian, Z.X.; Wang, X.B.; Wang, L.S.; Kass, S.R., Are Carboxyl Groups the Most Acidic Sites in Amino Acids? Gas-Phase Acidities, Photoelectron Spectra, and Computations on Tyrosine, p-Hydroxybenzoic Acid, and Their Conjugate Bases, J. Am. Chem. Soc., 2009, 131, 3, 1174-1181, https://doi.org/10.1021/ja807982k . [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]
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
rG° Free energy of reaction at standard conditions rH° Enthalpy of reaction at standard conditions
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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