Benzoic acid, phenyl ester
- Formula: C13H10O2
- Molecular weight: 198.2173
- IUPAC Standard InChIKey: FCJSHPDYVMKCHI-UHFFFAOYSA-N
- CAS Registry Number: 93-99-2
- 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: Phenyl benzoate
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Gas phase thermochemistry data
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -142. ± 3. | kJ/mol | Ccb | Carson, Fine, et al., 1971 | see Adams, Fine, et al., 1967 |
ΔfH°gas | -152.0 ± 4.7 | kJ/mol | Ccb | Kiparisova and Rabinovich, 1971 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -151. ± 4.6 kJ/mol |
ΔfH°gas | -150. | kJ/mol | Ccb | Fine and Gray, 1967 |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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:
LL - Sharon G. Lias and Joel F. Liebman
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) | 8.8 ± 0.15 | eV | N/A | N/A | L |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.76 | PI | Orlov, Ponomarev, et al., 1991 | LL |
8.63 | EI | Elder, Beynon, et al., 1976 | LLK |
9.0 | EI | Turk and Shapiro, 1972 | LLK |
8.98 ± 0.05 | EI | Natalis and Franklin, 1965 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6H5+ | 15.46 ± 0.05 | ? | EI | Natalis and Franklin, 1965 | RDSH |
C7H5O+ | 9.41 | OC6H5 | PI | Orlov, Ponomarev, et al., 1991 | LL |
C7H5O+ | 9.62 | OC6H5 | EI | Elder, Beynon, et al., 1976 | LLK |
C7H5O+ | 10.0 | OC6H5 | EI | Turk and Shapiro, 1972 | LLK |
C7H5O+ | 10.01 ± 0.07 | C6H50 | EI | Natalis and Franklin, 1965 | RDSH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-4336 |
NIST MS number | 232670 |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Carson, Fine, et al., 1971
Carson, A.S.; Fine, D.H.; Gray, P.; Laye, P.G.,
Standard enthalpies of formation of diphenyl oxalate and benzoic anhydride and some related bond dissociation energies,
J. Chem. Soc. B, 1971, 1611-1615. [all data]
Adams, Fine, et al., 1967
Adams, G.P.; Fine, D.H.; Gray, P.; Laye, P.G.,
Heat of formation of phenyl benzoate and related bond dissociation energies,
J. Chem. Soc. B, 1967, 720-722. [all data]
Kiparisova and Rabinovich, 1971
Kiparisova, E.G.; Rabinovich, I.B.,
Thermochemistry of a series of acyl peroxides,
Dokl. Phys. Chem. (Engl. Transl.), 1971, 199, 675-677, In original 1075. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Fine and Gray, 1967
Fine, D.H.; Gray, P.,
Explosive decomposition of solid benzoyl peroxide,
Combust. Flame, 1967, 11, 71-78. [all data]
Orlov, Ponomarev, et al., 1991
Orlov, V.M.; Ponomarev, D.A.; Misharev, A.D.; Takhistov, V.V.,
Photoionization mass spectrometry and the relative stabilities of aryloxy radicals,
J. Gen. Chem. USSR, 1991, 61, 2088. [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]
Turk and Shapiro, 1972
Turk, J.; Shapiro, R.H.,
Formation of benzoyl ions: A complicated cleavage reaction,
Org. Mass Spectrom., 1972, 6, 189. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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