Dibenzoylmethane
- Formula: C15H12O2
- Molecular weight: 224.2546
- 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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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 |
---|---|---|---|---|---|
ΔfH°gas | -109.2 ± 2.0 | kJ/mol | Cm | Ribeiro da Silva and Monte, 1992 |
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 | -228. ± 12. | kJ/mol | Ccb | Farrar and Jones, 1964 | |
ΔfH°solid | -222.3 | kJ/mol | Ccb | Parks and Mosher, 1962 | |
ΔfH°solid | -241. | kJ/mol | Ccb | Moureu, 1930 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -7393. ± 2. | kJ/mol | Ccb | Kozina, Shigorin, et al., 1965 | Corresponding ΔfHºsolid = -225. kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -7386.0 ± 4.6 | kJ/mol | Ccb | Farrar and Jones, 1964 | Corresponding ΔfHºsolid = -231.7 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -7395. ± 3. | kJ/mol | Ccb | Parks and Mosher, 1962 | Corresponding ΔfHºsolid = -222.2 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -7410. | kJ/mol | Ccb | Moureu, 1930 | Corresponding ΔfHºsolid = -210. kJ/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 |
---|---|---|---|---|---|
Tfus | 351. | K | N/A | Wolfrom and Bobbitt, 1956 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 113.3 ± 4.8 | kJ/mol | C | Ribeiro da Silva and Santos, 2004 | AC |
ΔsubH° | 115.7 ± 0.9 | kJ/mol | V | Ribeiro da Silva and Monte, 1992 | crystal phase; ALS |
ΔsubH° | 115.7 ± 0.9 | kJ/mol | ME | Ribeiro da Silva and Monte, 1992 | AC |
ΔsubH° | 50.2 | kJ/mol | E | Farrar and Jones, 1964 | ALS |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
493.2 | 0.024 | Aldrich Chemical Company Inc., 1990 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
60.1 | 375. | A | Stephenson and Malanowski, 1987 | Based on data from 368. to 383. K.; AC |
Gas phase ion energetics 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:
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 |
IR Spectrum
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Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Mass spectrum (electron ionization)
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW-2252 |
NIST MS number | 227988 |
UV/Visible spectrum
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Spectrum
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Additional Data
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Source | Lang (editor), 1961 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 19756 |
Instrument | Beckman Model DU |
Melting point | 78 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ribeiro da Silva and Monte, 1992
Ribeiro da Silva, M.A.V.; Monte, M.J.S.,
Vapour pressures and standard molar enthalpies of sublimation of four crystalline B-diketones,
J. Chem. Thermodyn., 1992, 24, 1219-1228. [all data]
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]
Wolfrom and Bobbitt, 1956
Wolfrom, M.L.; Bobbitt, J.M.,
Periodate Oxidation of Cyclic 1,3-Diketones,
J. Am. Chem. Soc., 1956, 78, 2489-93. [all data]
Ribeiro da Silva and Santos, 2004
Ribeiro da Silva, Manuel A.V.; Santos, Luis M.N.B.F.,
Standard molar enthalpy of formation of monothiodibenzoylmethane by rotating-bomb calorimetry,
The Journal of Chemical Thermodynamics, 2004, 36, 6, 447-451, https://doi.org/10.1016/j.jct.2004.02.007
. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
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]
Lang (editor), 1961
Lang (editor), L.,
Absorption Spectra in the Ultraviolet and Visible Region, 1961, 2, 257. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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