Pentacene
- Formula: C22H14
- Molecular weight: 278.3466
- IUPAC Standard InChI: InChI=1S/C22H14/c1-2-6-16-10-20-14-22-12-18-8-4-3-7-17(18)11-21(22)13-19(20)9-15(16)5-1/h1-14H
- IUPAC Standard InChIKey: SLIUAWYAILUBJU-UHFFFAOYSA-N
- CAS Registry Number: 135-48-8
- 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: Lin-Dibenzanthracene; Lin-Naphthoanthracene; Benzo[b]naphthacene; 2,3:6,7-Dibenzanthracene; 2,3,6,7-Dibenzanthracene
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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:
MM - Michael M. Meot-Ner (Mautner)
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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| IE (evaluated) | 6.63 ± 0.05 | eV | N/A | N/A | L |
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 1.392 ± 0.043 | IMRE | Crocker, Wang, et al., 1993 | ΔGea(584 K) = -31.2 kcal/mol; ΔSea (estimated) = -1.5 eu (anthracene, Chowdhury, Heinis, et al., 1986); B |
Gas basicity at 298K
| Gas basicity (review) (kcal/mol) | Reference | Comment |
|---|---|---|
| 199.8 | Dell'Erba, Gruttadauria, et al., 2000 | T = 300K; Equilibrium constants and ΔG from forward/reverse rate constant ratio. T = 300 K nominal FTICR temperature; MM |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 6.61 | EI | Stahl and Maquin, 1984 | LBLHLM |
| 6.64 | PE | Clark, Brogli, et al., 1972 | LLK |
| 6.74 ± 0.01 | PE | Boschi, Murrell, et al., 1972 | LLK |
| 6.6 ± 0.1 | EI | Gallegos, 1968 | RDSH |
| 6.61 | CTS | Kuroda, 1964 | RDSH |
| 6.62 | CTS | Briegleb, 1964 | RDSH |
| 6.23 | CTS | Matsen, 1956 | RDSH |
| 6.61 ± 0.02 | PE | Schmidt, 1977 | Vertical value; LLK |
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.
Crocker, Wang, et al., 1993
Crocker, L.; Wang, T.B.; Kebarle, P.,
Electron Affinities of Some Polycyclic Aromatic Hydrocarbons, Obtained from Electron-Transfer Equilibria,
J. Am. Chem. Soc., 1993, 115, 17, 7818, https://doi.org/10.1021/ja00070a030
. [all data]
Chowdhury, Heinis, et al., 1986
Chowdhury, S.; Heinis, T.; Grimsrud, E.P.; Kebarle, P.,
Entropy Changes and Electron Affinities from Gas-Phase Electron Transfer Equilibria: A- + B = A + B-,
J. Phys. Chem., 1986, 90, 12, 2747, https://doi.org/10.1021/j100403a037
. [all data]
Dell'Erba, Gruttadauria, et al., 2000
Dell'Erba, C.; Gruttadauria, M.; Mugnoli, A.; Noto, R.; Novi, M.; Occhiucci, G.; Petrillo, G.; Spinelli, D.,
Gas-phase and solution basicities of some 2,6-dialkylphenyl ketones: A comparative analysis,
Tetrahedron, 2000, 56, 4565. [all data]
Stahl and Maquin, 1984
Stahl, D.; Maquin, F.,
Charge-stripping mass spectrometry of molecular ions from polyacenes and molecular orbital theory,
Chem. Phys. Lett., 1984, 108, 613. [all data]
Clark, Brogli, et al., 1972
Clark, P.A.; Brogli, F.; Heilbronner, E.,
The π-orbital energies of the acenes,
Helv. Chim. Acta, 1972, 55, 1415. [all data]
Boschi, Murrell, et al., 1972
Boschi, R.; Murrell, J.N.; Schmidt, W.,
Photoelectron spectra of polycyclic aromatic hydrocarbons,
Faraday Discuss. Chem. Soc., 1972, 54, 116. [all data]
Gallegos, 1968
Gallegos, E.J.,
Mass spectrometry and ionization energies of some condensed-ring aromatic and heterocyclic compounds,
J. Phys. Chem., 1968, 72, 3452. [all data]
Kuroda, 1964
Kuroda, H.,
Ionization potentials of polycyclic aromatic hydrocarbons,
Nature, 1964, 201, 1214. [all data]
Briegleb, 1964
Briegleb, G.,
Electron affinity of organic molecules,
Angew. Chem. Intern. Ed., 1964, 3, 617. [all data]
Matsen, 1956
Matsen, F.A.,
Electron affinities, methyl affinities, and ionization energies of condensed ring aromatic hydrocarbons,
J. Chem. Phys., 1956, 24, 602. [all data]
Schmidt, 1977
Schmidt, W.,
Photoelectron spectra of polynuclear aromatics. V. Correlations with ultraviolet absorption spectra in the catacondensed series,
J. Chem. Phys., 1977, 66, 828. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity IE (evaluated) Recommended ionization energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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