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, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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 |
Condensed phase thermochemistry data
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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°solid | -241. ± 2. | kJ/mol | Ccb | Carson, Fine, et al., 1971 | see Adams, Fine, et al., 1967 |
ΔfH°solid | -241. ± 3. | kJ/mol | Ccb | Kiparisova and Rabinovich, 1971 | |
ΔfH°solid | -238. ± 15. | kJ/mol | Ccb | Fine and Gray, 1967 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -6304. ± 3. | kJ/mol | Ccb | Kiparisova and Rabinovich, 1971 | Corresponding ΔfHºsolid = -241. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -6309. ± 15. | kJ/mol | Ccb | Fine and Gray, 1967 | Corresponding ΔfHºsolid = -236. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 571.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 344.15 | K | N/A | Beringer, Brierley, et al., 1953 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 341. | K | N/A | Reychler, 1908 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 99.0 ± 0.4 | kJ/mol | N/A | Carson, Fine, et al., 1971, 2 | AC |
ΔsubH° | 99.0 ± 0.4 | kJ/mol | V | Carson, Fine, et al., 1971 | see Adams, Fine, et al., 1967; ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
62.4 | 394. | A | Stephenson and Malanowski, 1987 | Based on data from 379. to 587. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
380.0 to 587. | 4.72655 | 2579.911 | -40.606 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
- Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
- SOLUTION (10% IN CCl4 FOR 4000-1330 CM-1, 10% IN CS2 FOR 1330-600 CM-1); BECKMAN IR-7 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
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, Condensed phase thermochemistry data, Phase change data, IR Spectrum, 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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Beringer, Brierley, et al., 1953
Beringer, F.M.; Brierley, A.; Drexler, M.; Gindler, E.M.; Lumpkin, C.C.,
Diaryliodonium Salts II. The Phenylation of Organic and Inorganic Bases,
J. Am. Chem. Soc., 1953, 75, 2708. [all data]
Reychler, 1908
Reychler, A.,
The Production and Preparation of Esters,
Chem. Centr. I, 1908, 1908, 1042. [all data]
Carson, Fine, et al., 1971, 2
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, https://doi.org/10.1039/j29710001611
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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