Anthracene photodimer
- Formula: C28H20
- Molecular weight: 356.4584
- IUPAC Standard InChI: InChI=1S/C28H20/c1-2-10-18-17(9-1)25-19-11-3-4-12-20(19)26(18)28-23-15-7-5-13-21(23)27(25)22-14-6-8-16-24(22)28/h1-16,25-28H
- IUPAC Standard InChIKey: JUTIJVADGQDBGY-UHFFFAOYSA-N
- CAS Registry Number: 1627-06-1
- 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, dimer; Dianthracene; 5,12:6,11-Di-o-benzenodibenzo(a,e)cyclooctene, 5,6,11,12-tetrahydro-; 5,12(1',2'):6,11(1'',2'')-Dibenzenodibenzo(a,e)cyclooctene, 5,6,11,12-tetrahydro-
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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 | 306. | kJ/mol | Ccb | Bender and Farber, 1952 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -14183. | kJ/mol | Ccb | Bender and Farber, 1952 | Corresponding ΔfHºsolid = 306. kJ/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -14169. | kJ/mol | Ccb | Swietoslawski and Starczewska, 1928 | Heat of combustion corrected for constant pressure; Corresponding ΔfHºsolid = 292. kJ/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
= 2
By formula: C28H20 = 2C14H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -67.0 | kJ/mol | Cm | Bendig, Buchwitz, et al., 1981 | liquid phase; solvent: Cyclohexane; Dimerization, see Bendig and Kreysig, 1981 |
| ΔrH° | 28.9 ± 6.1 | kJ/mol | Cm | Donati, Guarini, et al., 1981 | solid phase |
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.
Bender and Farber, 1952
Bender, P.; Farber, J.,
The heats of combustion of anthracene transannular peroxide and dianthracene,
J. Am. Chem. Soc., 1952, 74, 1450-1452. [all data]
Swietoslawski and Starczewska, 1928
Swietoslawski, W.; Starczewska, H.,
Influence of certain corrections on the results of measurements of the heat of combustion of organic substances,
Bull. Int. Acad. Pol. Sci. Lett. Cl. Med., 1928, 85-97. [all data]
Bendig, Buchwitz, et al., 1981
Bendig, J.; Buchwitz, W.; Fischer, J.; Kreysig, D.,
Deactivation behavior of arenes and heteroarenes. XXXII. Effect of endo- and exocyclic substitution on the reversible dimerization behavior of anthracenes,
J. Prakt. Chem., 1981, 323, 485-498. [all data]
Bendig and Kreysig, 1981
Bendig, J.; Kreysig, D.,
Deactivation behavior of arenes and heteroarenes. XXXI. A model of the reversible photodimerization of anthracene and 9-methylanthracene,
J. Prakt. Chem., 1981, 323, 471-484. [all data]
Donati, Guarini, et al., 1981
Donati, D.; Guarini, G.G.T.; Sarti-Fantoni, P.,
Evaluation of the enthalpic change during the monomerization reaction of crystalline anthracene photodimer (AD),
Mol. Cryst. Liq. Cryst., 1981, 69, 241-243. [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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