Dibenzoylmethane
- Formula: C15H12O2
- Molecular weight: 224.2546
- IUPAC Standard InChI: InChI=1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2
- IUPAC Standard InChIKey: NZZIMKJIVMHWJC-UHFFFAOYSA-N
- CAS Registry Number: 120-46-7
- 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: 1,3-Propanedione, 1,3-diphenyl-; ω-Benzoylacetophenone; Phenyl phenacyl ketone; 1,3-Diphenyl-1,3-propanedione; 2-Benzoylacetophenone; 1,3-Diphenylpropane-1,3-dione; omega-Benzoylacetophenone; Karenzu DK 2; Rhodiastab 83; NSC 6266
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Condensed phase thermochemistry data
Go To: Top, Gas phase ion energetics 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -54.6 ± 2.9 | kcal/mol | Ccb | Farrar and Jones, 1964 | |
| ΔfH°solid | -53.14 | kcal/mol | Ccb | Parks and Mosher, 1962 | |
| ΔfH°solid | -57.5 | kcal/mol | Ccb | Moureu, 1930 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1766.9 ± 0.4 | kcal/mol | Ccb | Kozina, Shigorin, et al., 1965 | Corresponding ΔfHºsolid = -53.8 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1765.3 ± 1.1 | kcal/mol | Ccb | Farrar and Jones, 1964 | Corresponding ΔfHºsolid = -55.37 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1767.6 ± 0.7 | kcal/mol | Ccb | Parks and Mosher, 1962 | Corresponding ΔfHºsolid = -53.11 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| ΔcH°solid | -1771. | kcal/mol | Ccb | Moureu, 1930 | Corresponding ΔfHºsolid = -50. kcal/mol (simple calculation by NIST; no Washburn corrections) |
Gas phase ion energetics 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 as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LL - Sharon G. Lias and Joel F. Liebman
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.3 | PE | McAlduff and Bunbury, 1979 | LLK |
| 8.45 ± 0.05 | PE | McAlduff and Bunbury, 1979 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C9H7O2+ | 10.59 | C6H5 | EST | Takhistov and Ponomarev, 1994 | LL |
| C9H7O2+ | 11.73 | C6H5 | EI | Takhistov and Ponomarev, 1994 | Unpublished result of N.S.Khlebnikova, V.M.Orlov, D.A.Ponomarev, and V.V.Takhistov; LL |
References
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Farrar and Jones, 1964
Farrar, D.T.; Jones, M.M.,
Heats of combustion and bond energies in some octahedral iron(III) complexes with β-diketones,
J. Phys. Chem., 1964, 68, 1717-1721. [all data]
Parks and Mosher, 1962
Parks, G.S.; Mosher, H.P.,
Heats of combustion and formation of seven organic compounds containing oxygen,
J. Chem. Phys., 1962, 37, 919-920. [all data]
Moureu, 1930
Moureu, M.H.,
Des sur la tautomerie des dicetones α,
Ann. Chem., 1930, 14, 283-405. [all data]
Kozina, Shigorin, et al., 1965
Kozina, M.P.; Shigorin, D.N.; Skoldinov, A.P.; Skuratov, S.M.,
Thermochemical determination of stabilization energy for quasiaromatic cycle with H-bond.,
Dokl. Akad. Nauk SSSR, 1965, 160, 1114-1116. [all data]
McAlduff and Bunbury, 1979
McAlduff, E.J.; Bunbury, D.L.,
Photoelectron spectra of some aromatic mono-and di-ketones,
J. Electron Spectrosc. Relat. Phenom., 1979, 17, 81. [all data]
Takhistov and Ponomarev, 1994
Takhistov, V.V.; Ponomarev, D.A.,
Isodesmic reactions and thermochemistry of ions,
Org. Mass Spectrom., 1994, 29, 395. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy 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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