Benzene, bromopentafluoro-
- Formula: C6BrF5
- Molecular weight: 246.960
- IUPAC Standard InChIKey: XEKTVXADUPBFOA-UHFFFAOYSA-N
- CAS Registry Number: 344-04-7
- 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: Bromopentafluorobenzene; Bromoperfluorobenzene; Pentafluorobromobenzene; Pentafluorophenyl bromide; 1-Bromo-2,3,4,5,6-pentafluorobenzene
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Gas 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -800.4 | kJ/mol | Semi | Stewart, 2004 | |
ΔfH°gas | -712.0 ± 5.6 | kJ/mol | Ccb | Krech, Price, et al., 1977 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -712. ± 17. kJ/mol; Uc=-2137.78 kJ/mol; ALS |
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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 410. | K | N/A | Farchan Laboratories, 1990 | BS |
Tboil | 410. | K | N/A | PCR Inc., 1990 | BS |
Tboil | 410.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 410. | K | N/A | American Tokyo Kasei, 1988 | BS |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 43.05 ± 0.21 | kJ/mol | V | Krech, Price, et al., 1977 | Uc=-2137.78 kJ/mol; ALS |
ΔvapH° | 43.1 ± 0.2 | kJ/mol | N/A | Krech, Price, et al., 1977 | Based on data from 283. to 348. K.; AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
38.2 | 415. | A | Stephenson and Malanowski, 1987 | Based on data from 400. to 522. K. See also Dykyj, 1972.; AC |
38.0 | 429. | EB | Woodman and Adicoff, 1969 | Based on data from 414. to 522. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
414.76 to 521.34 | 4.17405 | 1447.605 | -62.609 | Evans and Tiley, 1966 | Coefficents calculated by NIST from author's data. |
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 evaluated as indicated in comments:
L - Sharon G. Lias
Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
B - John E. Bartmess
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.62 ± 0.05 | eV | N/A | N/A | L |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
1.15 ± 0.11 | IMRE | Dillow and Kebarle, 1989 | ΔGea(423 K) = -28.0±1.0 kcal/mol , assumed entropy = 3.5 eu; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.67 ± 0.02 | PE | Mohraz, Maier, et al., 1980 | LLK |
9.6 ± 0.1 | EI | Majer and Patrick, 1962 | RDSH |
9.57 | PE | Trudell and Price, 1979 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6F5+ | 14.93 ± 0.05 | Br | EI | Price and Sapiano, 1974 | LLK |
C6F5+ | 15.2 ± 0.1 | Br | EI | Majer and Patrick, 1962 | RDSH |
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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Due to licensing restrictions, this spectrum cannot be downloaded.
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 | Japan AIST/NIMC Database- Spectrum MS-NW-6009 |
NIST MS number | 235806 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | (editor), 1967 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 18951 |
Instrument | SFD-2 |
Boiling point | 134.5-135.0 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), UV/Visible spectrum, NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Stewart, 2004
Stewart, J.J.P.,
Comparison of the accuracy of semiempirical and some DFT methods for predicting heats of formation,
J. Mol. Model, 2004, 10, 1, 6-10, https://doi.org/10.1007/s00894-003-0157-6
. [all data]
Krech, Price, et al., 1977
Krech, M.J.; Price, S.J.W.; Sapiano, H.J.,
Determination of ΔH12980(C6F5Br,g)from studies of the combustion of bromopentafluorobenzene in oxygen and calculation of D[C6F5-Br],
Can. J. Chem., 1977, 55, 4222-4226. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
PCR Inc., 1990
PCR Inc.,
Research Chemicals Catalog 1990-1991, PCR Inc., Gainesville, FL, 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]
American Tokyo Kasei, 1988
American Tokyo Kasei,
TCI American Organic Chemical 88/89 Catalog, American Tokyo Kasei, Portland, OR, 1988, 1610. [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]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Woodman and Adicoff, 1969
Woodman, Alan L.; Adicoff, Arnold,
Vapor pressure of methyl 2-cyanoacrylate,
J. Chem. Eng. Data, 1969, 14, 4, 479-480, https://doi.org/10.1021/je60043a019
. [all data]
Evans and Tiley, 1966
Evans, F.D.; Tiley,
Vapour Pressures and Critical Constants of Hexafluoro-, Pentafluoro-, Chloropentafluoro-, and Bromopentafluoro-benzene,
J. Chem. Soc. B:, 1966, 134-136, https://doi.org/10.1039/j29660000134
. [all data]
Dillow and Kebarle, 1989
Dillow, G.W.; Kebarle, P.,
Substituent Effects on the Electron Affinities of Perfluorobenzenes C6F5X,
J. Am. Chem. Soc., 1989, 111, 15, 5592, https://doi.org/10.1021/ja00197a014
. [all data]
Mohraz, Maier, et al., 1980
Mohraz, M.; Maier, J.P.; Heilbronner, E.,
He(I α) and He(Iα) photoelectron spectra of fluorinated chloro- and bromobenzenes,
J. Electron Spectrosc. Relat. Phenom., 1980, 19, 429. [all data]
Majer and Patrick, 1962
Majer, J.R.; Patrick, C.R.,
Electron impact on some halogenated aromatic compounds,
J. Chem. Soc. Faraday Trans., 1962, 58, 17. [all data]
Trudell and Price, 1979
Trudell, B.C.; Price, S.J.W.,
The ultraviolet photoelectron spectra of C6F5X compounds, X=(F, Cl, Br, I, H, CH3),
Can. J. Chem., 1979, 57, 2256. [all data]
Price and Sapiano, 1974
Price, S.J.W.; Sapiano, H.J.,
C6F5X bond dissociation energies: determination from appearance potential measurements and correlation with thermochemical data,
Can. J. Chem., 1974, 52, 4109. [all data]
(editor), 1967
(editor), Koptyug V.A.,
Atlas of Spectra of Aromatic and Heterocyclic Compounds, 1967, 1, 18. [all data]
Notes
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- Symbols used in this document:
AE Appearance energy EA Electron affinity IE (evaluated) Recommended ionization energy Tboil Boiling point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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