Ethanedione, diphenyl-
- Formula: C14H10O2
- Molecular weight: 210.2280
- IUPAC Standard InChI: InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H
- IUPAC Standard InChIKey: WURBFLDFSFBTLW-UHFFFAOYSA-N
- CAS Registry Number: 134-81-6
- 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: Benzil; Bibenzoyl; Dibenzoyl; Diphenyl-α,β-diketone; Diphenylethanedione; Diphenylglyoxal; 1,2-Diphenylethane-1,2-dione; 1,2-Diphenylethanedione; Glyoxal, diphenyl-; Wy 20910; 1,2-Ethanedione, 1,2-diphenyl-; NSC 220315
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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 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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.68 ± 0.05 | PI | Polevoi, Matyuk, et al., 1987 | LBLHLM |
| 8.72 | EI | Elder, Beynon, et al., 1976 | LLK |
| 8.86 ± 0.15 | EI | Scheppele, Mitchum, et al., 1973 | LLK |
| 8.78 ± 0.05 | EI | Natalis and Franklin, 1965 | RDSH |
| 8.9 ± 0.05 | PE | McAlduff and Bunbury, 1979 | Vertical value; LLK |
| 9.1 | PE | Arnett, Newkome, et al., 1974 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C6H5+ | 15.1 ± 0.2 | ? | EI | Natalis and Franklin, 1965 | RDSH |
| C7H5O+ | 9.43 ± 0.05 | C6H5CO | PI | Polevoi, Matyuk, et al., 1987 | LBLHLM |
| C7H5O+ | 9.64 | C6H5CO | EI | Elder, Beynon, et al., 1976 | LLK |
| C7H5O+ | 9.70 ± 0.05 | ? | EI | Natalis and Franklin, 1965 | RDSH |
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.
Polevoi, Matyuk, et al., 1987
Polevoi, A.V.; Matyuk, V.M.; Grigor'eva, G.A.; Potapov, V.K.,
Formation of intermediate products during the resonance stepwise polarization of dibenzyl ketone and benzil molecules,
Russ. J. Phys. Chem., 1987, 21, 12. [all data]
Elder, Beynon, et al., 1976
Elder, J.F.; Beynon, J.H.; Cooks, R.G.,
The benzoyl ion. Thermochemistry and kinetic energy release,
Org. Mass Spectrom., 1976, 11, 415. [all data]
Scheppele, Mitchum, et al., 1973
Scheppele, S.E.; Mitchum, R.K.; Kinneberg, K.F.; Meisels, G.G.; Emmel, R.H.,
Internal energy distributions and the fragmentation of gaseous organic ions. Dissociation of ions produced by electron impact on 4-methylbenzil,
J. Am. Chem. Soc., 1973, 95, 5105. [all data]
Natalis and Franklin, 1965
Natalis, P.; Franklin, J.L.,
Ionization and dissociation of diphenyl and condensed ring aromatics by electron impact. II. Diphenylcarbonyls and ethers,
J. Phys. Chem., 1965, 69, 2943. [all data]
McAlduff and Bunbury, 1979
McAlduff, E.J.; Bunbury, D.L.,
Photoelectron spectra of some aromatic mono-and di-ketones,
J. Electron Spectrosc. Relat. Phenom., 1979, 17, 81. [all data]
Arnett, Newkome, et al., 1974
Arnett, J.F.; Newkome, G.; Mattice, W.L.; McGlynn, S.P.,
Excited electronic states of the α-dicarbonyls,
J. Am. Chem. Soc., 1974, 96, 4385. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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