2-Cyclopropen-1-one, 2,3-diphenyl-
- Formula: C15H10O
- Molecular weight: 206.2393
- IUPAC Standard InChIKey: HCIBTBXNLVOFER-UHFFFAOYSA-N
- CAS Registry Number: 886-38-4
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Cyclopropenone, diphenyl-; Cyclopropenone, 2,3-diphenyl-; Diphenylcyclopropenone; 2,3-Diphenylcyclopropenone; 2,3-Diphenyl-2-cyclopropen-1-one; Diphencyprone; DPC; 2,3-diphenylcycloprop-2-en-1-one
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Reaction 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
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Individual Reactions
By formula: C15H10O = C14H10 + CO
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -6.7 ± 1.2 | kcal/mol | Cpha | Hung and Grabowski, 1992 | liquid phase; solvent: Alkane |
ΔrH° | 4.2 ± 2.5 | kcal/mol | Cpha | Herman and Goodman, 1989 | solid phase; solvent: Acetonitrile/water |
ΔrH° | -9.9 ± 2.9 | kcal/mol | Cpha | Grabowski, Simon, et al., 1984 | liquid phase; solvent: Benzene |
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
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.56 | PE | Muller, Schweig, et al., 1978 | Vertical value; LLK |
8.47 | PE | Dehmlow, Dehmlow, et al., 1977 | Vertical value; LLK |
References
Go To: Top, Reaction 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.
Hung and Grabowski, 1992
Hung, R.R.; Grabowski, J.J.,
Enthalpy measurements in organic solvents by photoacoustic calorimetry: a solution to the reaction volume problem,
J. Am. Chem. Soc., 1992, 114, 351-353. [all data]
Herman and Goodman, 1989
Herman, M.S.; Goodman, J.L.,
Determination of the enthalpy and reaction volume changes of organic photoreactions using photoacoustic calorimetry,
J. Am. Chem. Soc., 1989, 111, 1849-1854. [all data]
Grabowski, Simon, et al., 1984
Grabowski, J.J.; Simon, J.D.; Peters, K.S.,
Heat of formation of diphenylcyclopropenone by photoacoustic calorimetry,
J. Am. Chem. Soc., 1984, 106, 4615-4616. [all data]
Muller, Schweig, et al., 1978
Muller, C.; Schweig, A.; Vermeer, H.,
Photoelectron spectra of 1,2-diphenylcyclopropene, 2,3-diphenylcyclopropenone, 2,3-diphenylcyclopropenethione, 2,3-diphenylthiirene and 1-oxide; cis-stilbene, An experimental verification of conjugative inductive interactions,
J. Am. Chem. Soc., 1978, 100, 8056. [all data]
Dehmlow, Dehmlow, et al., 1977
Dehmlow, E.V.; Dehmlow, S.S.; Marschner, F.,
Chemische und photoelektronenspektroskopische Eigenschaften von cyclopropylsubstituierten Cyclopropenonen,
Chem. Ber., 1977, 110, 154. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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