Benzoic acid, 4-bromo-
- Formula: C7H5BrO2
- Molecular weight: 201.017
- IUPAC Standard InChI: InChI=1S/C7H5BrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)
- IUPAC Standard InChIKey: TUXYZHVUPGXXQG-UHFFFAOYSA-N
- CAS Registry Number: 586-76-5
- 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: Benzoic acid, p-bromo-; p-Bromobenzoic acid; 4-Bromobenzoic acid; p-Carboxybromobenzene
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Condensed phase thermochemistry data
Go To: Top, 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -90.58 ± 0.31 | kcal/mol | Ccr | Sabbah and Rojas Aguilar, 1996 | ALS |
| ΔfH°solid | -90.20 ± 0.38 | kcal/mol | Ccb | Zhang, Xu, et al., 1990 | ALS |
| ΔfH°solid | -90.73 ± 0.31 | kcal/mol | Ccr | Ferrao and Pilcher, 1987 | ALS |
| ΔfH°solid | -90.4 ± 0.5 | kcal/mol | Ccb | Bjellerup, 1959 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -738.55 ± 0.31 | kcal/mol | Ccr | Sabbah and Rojas Aguilar, 1996 | ALS |
| ΔcH°solid | -738.96 ± 0.31 | kcal/mol | Ccb | Zhang, Xu, et al., 1990 | ALS |
| ΔcH°solid | -738.4 ± 0.2 | kcal/mol | Ccr | Ferrao and Pilcher, 1987 | ALS |
| ΔcH°solid | -738.73 ± 0.50 | kcal/mol | Ccr | Bjellerup, 1959 | Reanalyzed by Cox and Pilcher, 1970, Original value = -738.49 kcal/mol; ALS |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 36.19 | 298.15 | Ferrao and Pilcher, 1987 | Value given as Cp = 0.753 J K-1 g-1.; DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.7 ± 0.2 | EI | Benoit, 1973 | LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C6H4Br+ | 15.1 ± 0.2 | CO+OH | EI | Benoit, 1973 | LLK |
| C7H4OBr+ | 12.3 ± 0.2 | OH | EI | Benoit, 1973 | LLK |
References
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sabbah and Rojas Aguilar, 1996
Sabbah, R.; Rojas Aguilar, A.,
Thermodynamic study of the three isomers of bromo and iodobenzoic acids. Part II,
Struct. Chem., 1996, 7, 383-390. [all data]
Zhang, Xu, et al., 1990
Zhang, F.M.; Xu, G.D.; Qu, S.S.,
Studies on thermochemistry of porphyrins V. The standard energies of combustion and standard enthalpies of formation of bromoporphyrin compounds,
Acta Chimica Sinica, 1990, 48, 38-41. [all data]
Ferrao and Pilcher, 1987
Ferrao, M.C.C.H.; Pilcher, G.,
Enthalpies of combustion of the three bromobenzoic acids by rotating-bomb calorimetry,
J. Chem. Thermodyn., 1987, 19, 543-548. [all data]
Bjellerup, 1959
Bjellerup, L.,
A moving-bomb method for combustion calorimetry of organic bromine compounds,
Acta Chem. Scand., 1959, 13, 1511-1541. [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]
Benoit, 1973
Benoit, F.,
Substituent effects in mass spectrometry. III. Substituent effects in the dissociation of the molecular ions of para and meta subtituted benzoic acids,
Org. Mass Spectrom., 1973, 7, 295. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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