Anthracene-maleic anhydride Diels-Alder adduct
- Formula: C18H12O3
- Molecular weight: 276.2861
- IUPAC Standard InChI: InChI=1S/C18H12O3/c19-17-15-13-9-5-1-2-6-10(9)14(16(15)18(20)21-17)12-8-4-3-7-11(12)13/h1-8,13-16H
- IUPAC Standard InChIKey: PSKVQQJLLWSBFV-UHFFFAOYSA-N
- CAS Registry Number: 5443-16-3
- 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: Anthracene, 2,5-furandione adduct; Anthracene,maleic anhydride adduct; endo-9,10-(α,β-Succinic anhydride)anthracene; 9,10(3',4')-Furanoanthracene-12,14-dione; 9,10-Dihydroanthraceno-9,10-endo-α,β-succinic anhydride; 9,10-Ethanoanthracene-11,12-dicarboxylic anhydride
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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 | -100. ± 1.5 | kcal/mol | Ccb | Kar, Lenz, et al., 1992 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -2002.9 ± 1.4 | kcal/mol | Ccb | Kar, Lenz, et al., 1992 | Corresponding ΔfHºsolid = -99.95 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Reaction thermochemistry data
Go To: Top, Condensed 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
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=
By formula: C4H2O3 + C14H10 = C18H12O3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -22. ± 0.5 | kcal/mol | Cm | Kiselev, Mavrin, et al., 1982 | liquid phase; solvent: Benzene |
| ΔrH° | -22.4 | kcal/mol | Eqk | Lenz, Hegedus, et al., 1982 | liquid phase; solvent: 1,2,4-C6H3Cl3 |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kar, Lenz, et al., 1992
Kar, M.; Lenz, T.G.; Vaughan, J.D.,
Thermodynamic measurements for the Diels-Alder adduct of anthracene and maleic anhydride,
J. Chem. Thermodyn., 1992, 24, 151-157. [all data]
Kiselev, Mavrin, et al., 1982
Kiselev, V.D.; Mavrin, G.V.; Konovalov, A.I.,
Thermodynamic principles of the occurrence of a Diels-Alder reaction in the presence of a Lewis acid,
Zh. Org. Khim., 1982, 18, 2505-2510. [all data]
Lenz, Hegedus, et al., 1982
Lenz, T.G.; Hegedus, L.S.; Vaughan, J.D.,
Liquid phase thermochemical energy conversion systems - an application of Diels-Alder chemistry,
Int. J. Energy Res., 1982, 6, 357-365. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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