Benzoic acid, anhydride

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Gas 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
Δfgas-76.3 ± 1.1kcal/molCcbCarson, Fine, et al., 1971 

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
Δfsolid-99.3 ± 0.4kcal/molCcbCarson, Fine, et al., 1971 
Δfsolid-103.0 ± 1.6kcal/molCcbBreitenbach and Derkosch, 1951Reanalyzed by Cox and Pilcher, 1970, Original value = -102.8 kcal/mol
Quantity Value Units Method Reference Comment
Δcsolid-1559.0 ± 0.4kcal/molCcbCarson, Fine, et al., 1971Corresponding Δfsolid = -99.3 kcal/mol (simple calculation by NIST; no Washburn corrections)
Δcsolid-1555.3 ± 1.6kcal/molCcbBreitenbach and Derkosch, 1951Reanalyzed by Cox and Pilcher, 1970, Original value = -1555.2 kcal/mol; Corresponding Δfsolid = -102.99 kcal/mol (simple calculation by NIST; no Washburn corrections)

Phase change 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 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
Tboil633.2KN/AWeast and Grasselli, 1989BS
Tboil633.KN/ABuckingham and Donaghy, 1982BS
Tboil633.2KN/ALumsden, 1905Uncertainty assigned by TRC = 3. K; TRC
Quantity Value Units Method Reference Comment
Tfus315.KN/ABuckingham and Donaghy, 1982BS
Tfus316.3KN/APaetzold and Aurich, 1962Uncertainty assigned by TRC = 1. K; for the stable crystal; TRC
Tfus315.KN/AAdams, Wirth, et al., 1918Uncertainty assigned by TRC = 2. K; TRC
Tfus315.KN/ALumsden, 1905Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Δsub23.0 ± 1.0kcal/molBCarson, Fine, et al., 1971, 2See also Pedley and Rylance, 1977.; AC
Δsub23.0 ± 1.0kcal/molVCarson, Fine, et al., 1971ALS

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
16.5431.AStephenson and Malanowski, 1987Based on data from 416. to 633. K. See also Stull, 1947.; AC

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
417.0 to 633.4.924712887.848-46.935Stull, 1947Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
4.099313.2Carson, Fine, et al., 1971, 2AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


References

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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]

Breitenbach and Derkosch, 1951
Breitenbach, J.W.; Derkosch, J., Verbrennungswarmen von peroxyden und verwandten verbindungen sowie von polystrolen, Monatsh. Chem., 1951, 82, 177-179. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Lumsden, 1905
Lumsden, J.S., The physical properties of heptoic, hexahydrobenzoic, and benzoic acids and their derivatives, J. Chem. Soc., 1905, 87, 90-98. [all data]

Paetzold and Aurich, 1962
Paetzold, R.; Aurich, K., Polymorphism ob Benzoic Anhydride, Chem. Ber., 1962, 95, 2645-51. [all data]

Adams, Wirth, et al., 1918
Adams, R.; Wirth, W.N.; French, H.E., Oxalyl Chloride As A Reagent in Organic Chemistry II. Preparation of Aromatic Acid Anhydrides; Reaction with Alcohols, J. Am. Chem. Soc., 1918, 40, 424-31. [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]

Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J., , Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brighton, 1977. [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, References