Phenol, 4-bromo-
- Formula: C6H5BrO
- Molecular weight: 173.007
- IUPAC Standard InChIKey: GZFGOTFRPZRKDS-UHFFFAOYSA-N
- CAS Registry Number: 106-41-2
- 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: Phenol, p-bromo-; p-Bromophenol; 4-Bromophenol
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Condensed phase thermochemistry data
Go To: Top, 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: Eugene S. Domalski and Elizabeth D. Hearing
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
55.0 | ~337. | Werner, 1884 | T = 18 to 77°C, mean value for supercooled liquid. |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
45.9 | ~300. | Werner, 1884 | T = 13.5 to 51.5°C, mean value. |
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 508.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 511.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 336. | K | N/A | Eykman, 1889 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 337. | K | N/A | Werner, 1884, 2 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 19.9 ± 0.38 | kcal/mol | C | Ribeiro da Silva and Lobo Ferreira, 2009 | AC |
ΔsubH° | 20.9 ± 0.1 | kcal/mol | ME | Parsons, Rochester, et al., 1971 | Based on data from 260. to 302. K.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
14.1 | 405. | A | Stephenson and Malanowski, 1987 | Based on data from 390. to 511. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.21 | 338.2 | Kuramochi, Maeda, et al., 2004 | AC |
3.960 | 336. | Domalski and Hearing, 1996 | AC |
3.9610 | 336. | Eykman, 1889, 2 | DH |
3.1071 | 3367. | Werner, 1884 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.8 | 336. | Eykman, 1889, 2 | DH |
9.3 | 3367. | Werner, 1884 | DH |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change 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: Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C6H5BrO+ (ion structure unspecified)
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.52 | PE | Baker, May, et al., 1968 | Vertical value |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6H5O+ | 12.17 | Br | EI | Howe and Williams, 1969 |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, Phase change 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
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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 |
NIST MS number | 333455 |
References
Go To: Top, 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.
Werner, 1884
Werner, E.,
Recherches sur les phenols bromes,
Ann. chim. phys. [6], 1884, 3, 567-574. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Eykman, 1889
Eykman, J.F.,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1889, 4, 497. [all data]
Werner, 1884, 2
Werner, E.,
Research on Bromo Phenols,
Ann. Chim. Phys., 1884, 3, 567. [all data]
Ribeiro da Silva and Lobo Ferreira, 2009
Ribeiro da Silva, Manuel A.V.; Lobo Ferreira, Ana I.M.C.,
Gas phase enthalpies of formation of monobromophenols,
The Journal of Chemical Thermodynamics, 2009, 41, 10, 1104-1110, https://doi.org/10.1016/j.jct.2009.04.017
. [all data]
Parsons, Rochester, et al., 1971
Parsons, G.H.; Rochester, C.H.; Wood, C.E.C.,
Effect of 4-substitution on the thermodynamics of hydration of phenol and the phenoxide anion,
J. Chem. Soc., B:, 1971, 533, https://doi.org/10.1039/j29710000533
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Kuramochi, Maeda, et al., 2004
Kuramochi, Hidetoshi; Maeda, Kouji; Kawamoto, Katsuya,
WATER SOLUBILITY AND PARTITIONING BEHAVIOR OF BROMINATED PHENOLS,
Environ Toxicol Chem, 2004, 23, 6, 1386, https://doi.org/10.1897/03-279
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Eykman, 1889, 2
Eykman, J.F.,
Zur kryoskopischen Molekulargewichtsbestimmung,
Z. Physik. Chem., 1889, 4, 497-519. [all data]
Baker, May, et al., 1968
Baker, A.D.; May, D.P.; Turner, D.W.,
Molecular photoelectron spectroscopy. Part VII. The vertical ionisation potentials of benzene and some of its monosubstituted and 1,4-disubstituted derivatives,
J. Chem. Soc. B, 1968, 22. [all data]
Howe and Williams, 1969
Howe, I.; Williams, D.H.,
Calculation and qualitative predictions of mass spectra. Mono- and paradisubstituted benzenes,
J. Am. Chem. Soc., 1969, 91, 7137. [all data]
Notes
Go To: Top, 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,liquid Constant pressure heat capacity of liquid Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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