Benzoic acid, 3-bromo-
- Formula: C7H5BrO2
- Molecular weight: 201.017
- IUPAC Standard InChIKey: VOIZNVUXCQLQHS-UHFFFAOYSA-N
- CAS Registry Number: 585-76-2
- 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: Benzoic acid, m-bromo-; m-Bromobenzoic acid; 3-Bromobenzoic acid
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -268.3 ± 1.5 | kJ/mol | Ccr | Sabbah and Rojas Aguilar, 1996 | |
ΔfH°gas | -289.7 ± 1.6 | kJ/mol | Ccr | Ferrao and Pilcher, 1987 |
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 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 | -367.5 ± 1.5 | kJ/mol | Ccr | Sabbah and Rojas Aguilar, 1996 | ALS |
ΔfH°solid | -394.7 ± 1.2 | kJ/mol | Ccr | Ferrao and Pilcher, 1987 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -3101.6 ± 1.5 | kJ/mol | Ccr | Sabbah and Rojas Aguilar, 1996 | ALS |
ΔcH°solid | -3074.4 ± 0.8 | kJ/mol | Ccr | Ferrao and Pilcher, 1987 | ALS |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
151.4 | 298.15 | Ferrao and Pilcher, 1987 | Value given as Cp = 0.753 J K-1 g-1.; DH |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 553. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 428. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 427. | K | N/A | Simons and Ramler, 1943 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 105.9 ± 0.7 | kJ/mol | ME | Ribeiro da Silva, Fonseca, et al., 2005 | Based on data from 328. to 347. K.; AC |
ΔsubH° | 99.2 ± 0.2 | kJ/mol | C | Tan and Raphael, 1994 | AC |
ΔsubH° | 105.0 ± 1.1 | kJ/mol | C | Ferrao and Pilcher, 1987 | ALS |
ΔsubH° | 105.0 ± 1.1 | kJ/mol | C | Ferrao and Pilcher, 1987 | AC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
104.2 ± 0.5 | 338. | ME | Ribeiro da Silva, Fonseca, et al., 2005 | Based on data from 328. to 347. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
24.91 | 430.1 | DSC | Ribeiro da Silva, Fonseca, et al., 2005 | AC |
Gas phase ion energetics 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: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference |
---|---|---|
9.7 ± 0.2 | EI | Benoit, 1973 |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6H4Br+ | 14.9 ± 0.2 | CO+OH | EI | Benoit, 1973 | |
C7H4OBr+ | 12.2 ± 0.2 | OH | EI | Benoit, 1973 |
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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 | NIST Mass Spectrometry Data Center, 1992 |
NIST MS number | 125226 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
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]
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]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Simons and Ramler, 1943
Simons, J.H.; Ramler, E.O.,
Preparation and Properties of SOme New Trifluoromethyl Compounds,
J. Am. Chem. Soc., 1943, 65, 389. [all data]
Ribeiro da Silva, Fonseca, et al., 2005
Ribeiro da Silva, Manuel A.V.; Fonseca, José M.S.; Carvalho, Rui P.B.M.; Monte, Manuel J.S.,
Thermodynamic study of the sublimation of six halobenzoic acids,
The Journal of Chemical Thermodynamics, 2005, 37, 3, 271-279, https://doi.org/10.1016/j.jct.2004.09.005
. [all data]
Tan and Raphael, 1994
Tan, Z.-C.; Raphael, S.,
Thermodynamic study of the three isomers of bromobenzoic acid,
Sci. China, Ser. B: Chem., Life Sci., Earth Sci., 1994, 37, 6, 641. [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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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