Phenyl radical
- Formula: C6H5
- Molecular weight: 77.1039
- IUPAC Standard InChI: InChI=1S/C6H5/c1-2-4-6-5-3-1/h1-5H
- IUPAC Standard InChIKey: CIUQDSCDWFSTQR-UHFFFAOYSA-N
- CAS Registry Number: 2396-01-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Gas 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.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 339. ± 8. | kJ/mol | N/A | Tsang, 1996 |
Gas phase ion energetics data
Go To: Top, Gas 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
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
View reactions leading to C6H5+ (ion structure unspecified)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Proton affinity (review) | 884. | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| Gas basicity | 851.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH(+) ion,0K | 1149. | kJ/mol | N/A | N/A |
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.0960 ± 0.0060 | LPES | Gunion, Gilles, et al., 1992 | B |
| 1.20 ± 0.20 | EIAE | Hacaloglu, Gaines, et al., 1993 | From PhNO2; B |
| 2.359 ± 0.039 | SI | Failes, Joyce, et al., 1976 | The Magnetron method, lacking mass analysis, is not considered reliable.; B |
| 2.16821 | SI | Page, 1972 | The Magnetron method, lacking mass analysis, is not considered reliable.; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.32 ± 0.04 | PE | Butcher, Costa, et al., 1987 | LBLHLM |
| 8.1 ± 0.1 | PI | Sergeev, Akopyan, et al., 1972 | LLK |
| 9.20 | EI | Fisher, Palmer, et al., 1964 | RDSH |
| 8.67 ± 0.02 | PE | Butcher, Costa, et al., 1987 | Vertical value; LBLHLM |
References
Go To: Top, Gas 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.
Tsang, 1996
Tsang, W.,
Heats of Formation of Organic Free Radicals by Kinetic Methods
in Energetics of Organic Free Radicals, Martinho Simoes, J.A.; Greenberg, A.; Liebman, J.F., eds., Blackie Academic and Professional, London, 1996, 22-58. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Gunion, Gilles, et al., 1992
Gunion, R.F.; Gilles, M.K.; Polak, M.L.; Lineberger, W.C.,
Ultraviolet Photoelectron Spectroscopy of the Phenide, Benzyl, and Phenoxide Anions.,
Int. J. Mass Spectrom. Ion Proc., 1992, 117, 601, https://doi.org/10.1016/0168-1176(92)80115-H
. [all data]
Hacaloglu, Gaines, et al., 1993
Hacaloglu, J.; Gaines, A.; Suzer, S.,
Determination of Electron Affinity of Phenyl Radical by Dissociative Electron Attachment Technique,
Org. Mass Spectrom., 1993, 28, 3, 285, https://doi.org/10.1002/oms.1210280324
. [all data]
Failes, Joyce, et al., 1976
Failes, R.L.; Joyce, J.T.; Walton, E.C.,
The behaviour of some dimethyl and trimethyl substituted pyridines in the magnetron,
J. Phys. D: Appl. Phys., 1976, 9, 1543. [all data]
Page, 1972
Page, F.M.,
Experimental determination of the electron affinities of inorganic radicals,
Adv. Chem. Ser., 1972, 36, 68. [all data]
Butcher, Costa, et al., 1987
Butcher, V.; Costa, M.L.; Dyke, J.M.; Ellis, A.R.; Morris, A.,
A study of the phenyl radical by vacuum ultraviolet photoelectron spectroscopy,
Chem. Phys., 1987, 115, 261. [all data]
Sergeev, Akopyan, et al., 1972
Sergeev, Yu.L.; Akopyan, M.E.; Vilesov, F.I.,
Photoionization of the phenyl radical,
Opt. Spectrosc., 1972, 32, 121, In original 230. [all data]
Fisher, Palmer, et al., 1964
Fisher, I.P.; Palmer, T.F.; Lossing, F.P.,
The vertical ionization potentials of phenyl and phenoxy radicals,
J. Am. Chem. Soc., 1964, 86, 2741. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity ΔfH(+) ion,0K Enthalpy of formation of positive ion at 0K ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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