Biphenylene
- Formula: C12H8
- Molecular weight: 152.1919
- IUPAC Standard InChI: InChI=1S/C12H8/c1-2-6-10-9(5-1)11-7-3-4-8-12(10)11/h1-8H
- IUPAC Standard InChIKey: IFVTZJHWGZSXFD-UHFFFAOYSA-N
- CAS Registry Number: 259-79-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Cyclobutadibenzene; Diphenylene; 1,1'-Biphenylene; Dibenzocyclobutadiene
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Condensed phase thermochemistry data
Go To: Top, 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:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | 333.4 ± 1.8 | kJ/mol | Review | Roux, Temprado, et al., 2008 | There are sufficient literature values to make a qualified recommendation where the suggested value is in good agreement with values predicted using thermochemical cycles or from reliable estimates. In general, the evaluated uncertainty limits are on the order of (2 to 4) kJ/mol.; DRB |
| ΔfH°solid | 333.4 ± 1.1 | kJ/mol | Ccb | Douslin, Scott, et al., 1976 | crystal phase; see Good, 1978; ALS |
| ΔfH°solid | 353. | kJ/mol | Ccb | Bedford, Carey, et al., 1962 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -6198.85 ± 0.92 | kJ/mol | Ccb | Douslin, Scott, et al., 1976 | crystal phase; see Good, 1978; Corresponding ΔfHºsolid = 333.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -6219. ± 3. | kJ/mol | Ccb | Bedford, Carey, et al., 1962 | Corresponding ΔfHºsolid = 353. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -6198. ± 10. | kJ/mol | Ccb | Cass, Springall, et al., 1955 | Corresponding ΔfHºsolid = 333. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Roux, Temprado, et al., 2008
Roux, M.V.; Temprado, M.; Chickos, J.S.; Nagano, Y.,
Critically Evaluated Thermochemical Properties of Polycyclic Aromatic Hydrocarbons,
J. Phys. Chem. Ref. Data, 2008, 37, 4, 1855-1996. [all data]
Douslin, Scott, et al., 1976
Douslin, D.R.; Scott, D.W.; Good, W.D.; Osborn, A.G.,
Thermodynamic properties of organic compounds and thermodynamic properties of fluids,
Gov. Rep. Announce. Index U.S., 1976, 76, 97. [all data]
Good, 1978
Good, W.D.,
The enthalpies of formation of some bridged-ring polynuclear aromatic hydrocarbons,
J. Chem. Thermodyn., 1978, 10, 553-558. [all data]
Bedford, Carey, et al., 1962
Bedford, A.F.; Carey, J.G.; Millar, I.T.; Mortimer, C.T.; Springall, H.D.,
Heats of combustion and molecular structure. Part VIII. Biphenylene,
J. Chem. Soc., 1962, 3895-3898. [all data]
Cass, Springall, et al., 1955
Cass, R.C.; Springall, H.D.; Quincey, P.G.,
Heats of combustion and molecular structure. Part III. Diphenylene,
J. Chem. Soc., 1955, 1188-1190. [all data]
Notes
Go To: Top, Condensed phase 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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