Benzo[c]phenanthrene

Formula: C₁₈H₁₂
Molecular weight: 228.2879
IUPAC Standard InChI: InChI=1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H
IUPAC Standard InChIKey: TUAHORSUHVUKBD-UHFFFAOYSA-N
CAS Registry Number: 195-19-7
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: 3,4-Benzophenanthrene; Benzo-3,4-phenanthrene; Tetrahelicene; 3,4-Benzphenanthrene
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Gas phase ion energetics data

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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

View reactions leading to C₁₈H₁₂⁺ (ion structure unspecified)

Electron affinity determinations

EA (eV)	Method	Reference	Comment
0.5450 ± 0.0080	ECD	Becker and Chen, 1966	B
0.33	ECD	Wentworth and Becker, 1962	B

Ionization energy determinations

IE (eV)	Method	Reference	Comment
7.86	CTS	Briegleb, 1964	RDSH
7.76	CTS	Matsen, 1956	RDSH
7.60 ± 0.02	PE	Schmidt, 1977	Vertical value; LLK
7.60	PE	Clar and Schmidt, 1976	Vertical value; LLK
7.62	PE	Brogli and Heilbronner, 1972	Vertical value; LLK

References

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Becker and Chen, 1966
Becker, R.S.; Chen, E., Extension of Electron Affinities and Ionization Potentials of Aromatic Hydrocarbons, J. Chem. Phys., 1966, 45, 7, 2403, https://doi.org/10.1063/1.1727954 . [all data]

Wentworth and Becker, 1962
Wentworth, W.E.; Becker, R.S., Potential Method for the Determination of Electron Affinities of Molecules: Application to Some Aromatic Hydrocarbons., J. Am. Chem. Soc., 1962, 84, 22, 4263, https://doi.org/10.1021/ja00881a014 . [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]

Clar and Schmidt, 1976
Clar, E.; Schmidt, W., Correlations between photoelectron and phosphorescence spectra of polycyclic hydrocarbons, Tetrahedron, 1976, 32, 2563. [all data]

Brogli and Heilbronner, 1972
Brogli, F.; Heilbronner, E., The photoelectron spectra of benzenoid hydrocarbons C₁₈H₁₂, Angew. Chem. Int. Ed. Engl., 1972, 11, 538. [all data]

Notes

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Symbols used in this document:

EA Electron affinity
Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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