Benzene, 1,4-dibromo-
- Formula: C6H4Br2
- Molecular weight: 235.904
- IUPAC Standard InChI: InChI=1S/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H
- IUPAC Standard InChIKey: SWJPEBQEEAHIGZ-UHFFFAOYSA-N
- CAS Registry Number: 106-37-6
- 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: Benzene, p-dibromo-; p-Bromophenyl bromide; p-Dibromobenzene; 1,4-Dibromobenzene; Dibromobenzene
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Gas phase ion energetics data
Go To: Top, 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:
L - 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 8.82 ± 0.03 | eV | N/A | N/A | L |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°(+) ion | 234. | kcal/mol | N/A | N/A | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH(+) ion,0K | 240. | kcal/mol | N/A | N/A |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.82 ± 0.02 | PIPECO | Olesik, Baer, et al., 1986 | LBLHLM |
| 8.85 ± 0.02 | PI | Moini and Leroi, 1986 | LBLHLM |
| 8.8 | PE | Kimura, Katsumata, et al., 1981 | LLK |
| 8.9 ± 0.15 | CTS | Voigt and Reid, 1964 | RDSH |
| 8.90 | PE | Kimura, Katsumata, et al., 1981 | Vertical value; LLK |
| 8.909 | PE | Potts, Lyus, et al., 1980 | Vertical value; LLK |
| 8.90 ± 0.03 | PE | Cvitas and Klasinc, 1977 | Vertical value; LLK |
| 8.91 | PE | Streets and Ceasar, 1973 | Vertical value; LLK |
| 8.97 | PE | Baker, May, et al., 1968 | Vertical value; RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C6H4+ | 12.3 ± 0.1 | Br2 | PI | Moini and Leroi, 1986 | LBLHLM |
| C6H4Br+ | 12.17 ± 0.05 | Br | PI | Moini and Leroi, 1986 | LBLHLM |
References
Go To: Top, 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.
Olesik, Baer, et al., 1986
Olesik, S.; Baer, T.; Morrow, J.C.,
Dissociation rates of energy-selected dichloro- and dibromobenzene ions,
J. Phys. Chem., 1986, 90, 3563. [all data]
Moini and Leroi, 1986
Moini, M.; Leroi, G.E.,
Photoionization and fragmentation of o-, m- and p-dibromobenzene: Isomer scrambling and product thermochemistry,
J. Phys. Chem., 1986, 90, 4002. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Voigt and Reid, 1964
Voigt, E.M.; Reid, C.,
Ionization potentials of substituted benzenes and their charge-transfer spectra with tetracyanoethylene,
J. Am. Chem. Soc., 1964, 86, 3930. [all data]
Potts, Lyus, et al., 1980
Potts, A.W.; Lyus, M.L.; Lee, E.P.F.; Fattahallah, G.H.,
High resolution ultraviolet photoelectron spectra of C6H5X and p-C6H4X2 where X = Cl, Br or I,
J. Chem. Soc. Faraday Trans. 2, 1980, 76, 556. [all data]
Cvitas and Klasinc, 1977
Cvitas, T.; Klasinc, L.,
Photoelectron spectra of bromobenzenes,
Croat. Chem. Acta., 1977, 50, 291. [all data]
Streets and Ceasar, 1973
Streets, D.G.; Ceasar, G.P.,
Inductive mesomeric effects on the π orbitals of halobenzenes,
Mol. Phys., 1973, 26, 1037. [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]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔfH(+) ion,0K Enthalpy of formation of positive ion at 0K - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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