2-Biphenylcarboxylic acid
- Formula: C13H10O2
- Molecular weight: 198.2173
- IUPAC Standard InChIKey: ILYSAKHOYBPSPC-UHFFFAOYSA-N
- CAS Registry Number: 947-84-2
- 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. - Other names: o-Phenylbenzoic acid; Biphenyl-2-carboxylic acid; Biphenylcarboxylic acid-(2); [1,1'-Biphenyl]-2-carboxylic acid; Diphenyl-2-carboxylic acid; 2-Phenylbenzoic acid
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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 |
---|---|---|---|---|---|
ΔcH°solid | -1480.8 ± 1.5 | kcal/mol | Ccb | Brull, 1935 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1481.62 kcal/mol; Corresponding ΔfHºsolid = -83.44 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 616.7 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 616. to 617. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 387. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 382. | K | N/A | Castro, Andrews, et al., 1958 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 384. | K | N/A | Dannley and Zaremsky, 1955 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 29.0 ± 1.0 | kcal/mol | C | Matos, Miranda, et al., 2004 | AC |
Reduced pressure boiling point
Tboil (K) | Pressure (atm) | Reference | Comment |
---|---|---|---|
472.2 | 0.013 | Weast and Grasselli, 1989 | BS |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Brull, 1935
Brull, L.,
Sui calori di combustione di alcuni derivati del bifenil,
Gazz. Chim. Ital., 1935, 65, 19-28. [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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Castro, Andrews, et al., 1958
Castro, C.E.; Andrews, L.J.; Keefer, R.M.,
Molecular Complexes of Hindered Biphenyl Derivatives,
J. Am. Chem. Soc., 1958, 80, 2322-6. [all data]
Dannley and Zaremsky, 1955
Dannley, R.L.; Zaremsky, B.,
Free Radical Aromatic Substitution V. The Reaction of Benzoyl Peroxide with Alkylbenzenes,
J. Am. Chem. Soc., 1955, 77, 1588. [all data]
Matos, Miranda, et al., 2004
Matos, M. Agostinha R.; Miranda, Margarida S.; Martins, Diana V.S.S.; Pinto, Nat«65533»lia A.B.; Morais, Victor M.F.; Liebman, Joel F.,
Thermochemistry of biphenylcarboxylic and dicarboxylic acids. A combined experimental and theoretical studyThis paper is dedicated to Kurt Mislow, a pioneering biphenyl stereochemist, on the occasion of his 80th birthday.,
Org. Biomol. Chem., 2004, 2, 9, 1353, https://doi.org/10.1039/b401605j
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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