2-Cyclopropen-1-one, 2,3-diphenyl-
- Formula: C15H10O
- Molecular weight: 206.2393
- IUPAC Standard InChI: InChI=1S/C15H10O/c16-15-13(11-7-3-1-4-8-11)14(15)12-9-5-2-6-10-12/h1-10H
- 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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Phase change 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 28.6 ± 1.9 | kcal/mol | V | Steele, Gammon, et al., 1985 | ALS |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 29. ± 2. | 365. | HSA | Steele, Gammon, et al., 1985 | Based on data from 353. to 378. K.; AC |
| 33.8 ± 1.0 | 323. | V | Hopkins, Bostwick, et al., 1976 | ALS |
| 33.7 ± 1. | 333. | ME | Hopkins, Bostwick, et al., 1976 | Based on data from 323. to 343. K. See also Stephenson and Malanowski, 1987.; AC |
Gas phase ion energetics data
Go To: Top, Phase change 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
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, Phase change 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.
Steele, Gammon, et al., 1985
Steele, W.V.; Gammon, B.E.; Smith, N.K.; Chickos, J.S.; Greenberg, A.; Liebman, J.F.,
The standard molar enthalpy of formation of 2,3-diphenylcycloprop-2-en-1-one,
J. Chem. Thermodyn., 1985, 17, 505-511. [all data]
Hopkins, Bostwick, et al., 1976
Hopkins, H.P., Jr.; Bostwick, D.; Alexander, C.J.,
The thermochemistry of diphenylcyclopropenone. Strain vs. delocalization energy,
J. Am. Chem. Soc., 1976, 98, 1355-1357. [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]
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, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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