2,4,6-Cycloheptatrien-1-one, 2-hydroxy-
- Formula: C7H6O2
- Molecular weight: 122.1213
- IUPAC Standard InChIKey: MDYOLVRUBBJPFM-UHFFFAOYSA-N
- CAS Registry Number: 533-75-5
- 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: Tropolone; Purpurocatechol; 2-Hydroxy-2,4,6-cycloheptatriene-1-one; 2-Hydroxy-2,4,6-cycloheptatrien-1-one; 2-hydroxycyclohepta-2,4,6-trienone
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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° | 20.0 ± 0.2 | kcal/mol | V | Hubbard, Katz, et al., 1952 | ALS |
ΔsubH° | 20.0 ± 0.2 | kcal/mol | N/A | Cook, Gibb, et al., 1951 | See also Cox and Pilcher, 1970.; AC |
ΔsubH° | 20.0 ± 0.2 | kcal/mol | E | Cook, Gibb, et al., 1951, 2 | ALS |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
20.1 ± 0.1 | 297.0 ± 0.5 | V | Jackson, Hung, et al., 1971 | ALS |
20.1 ± 0.1 | 273. to 333. | ME | Jackson, Hung, et al., 1971 | 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:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.86 ± 0.02 | EI | Higasi, Nozoe, et al., 1957 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C6H6O+ | 10.8 | CO | EI | Williams, Cooks, et al., 1968 | RDSH |
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.
Hubbard, Katz, et al., 1952
Hubbard, W.N.; Katz, C.; Guthrie, G.B., Jr.; Waddington, G.,
The heat of combustion and resonance energy of tropolone,
J. Am. Chem. Soc., 1952, 74, 4456-44. [all data]
Cook, Gibb, et al., 1951
Cook, J.W.; Gibb, A.R.; Raphael, R.A.; Somerville, A.R.,
107. Tropolones. Part I. The preparation and general characteristics of tropolone,
J. Chem. Soc., 1951, 503, https://doi.org/10.1039/jr9510000503
. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Cook, Gibb, et al., 1951, 2
Cook, J.W.; Gibb, A.R.; Raphael, R.A.; Somerville, A.R.,
Tropolones. Part I. The preparation and general characteristics of tropolone,
J. Chem. Soc., 1951, 503-511. [all data]
Jackson, Hung, et al., 1971
Jackson, W.; Hung, T.S.; Hopkins, H.P., Jr.,
Delocalization energies of troponoids from bomb calorimetric and vapour pressure measurements,
J. Chem. Thermodyn., 1971, 3, 347-353. [all data]
Higasi, Nozoe, et al., 1957
Higasi, K.; Nozoe, T.; Omura, I.,
Ionization potentials of some organic molecules. IV. Troponoid compounds,
Bull. Chem. Soc. Japan, 1957, 30, 408. [all data]
Williams, Cooks, et al., 1968
Williams, D.H.; Cooks, R.G.; Howe, I.,
Studies in mass spectrometry. XXXI. A comparison of reaction rates in common ions generated via fragmentation and direct ionization,
J. Am. Chem. Soc., 1968, 90, 6759. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy 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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