Ethanedione, diphenyl-
- Formula: C14H10O2
- Molecular weight: 210.2280
- 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 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.
Data compiled by: Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
S°gas | 114.77 | cal/mol*K | N/A | Dworkin A., 1983 | The value of 428.1 J/mol*K was obtained for the third-law entropy value at 298.15 K if other enthalpy of sublimation of benzil was used. However, statistical values of S(298.15 K) calculated by author [ Dworkin A., 1983] for different molecular models (382.3 and 405.3 J/mol*K) are considerably less than the calorimetric values. |
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 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 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.
Dworkin A., 1983
Dworkin A.,
Heat capacity, phase transition, and thermodynamic properties of benzil,
J. Chem. Thermodyn., 1983, 15, 1029-1035. [all data]
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 thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy S°gas Entropy of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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