6,12-Methano-7H-benzocycloundecen-14-one,
- Formula: C16H16O
- Molecular weight: 224.2976
- IUPAC Standard InChI: InChI=1S/C16H16O/c17-16-14-8-2-1-3-9-15(16)11-13-7-5-4-6-12(13)10-14/h4-7,10-11H,1-3,8-9H2
- IUPAC Standard InChIKey: PKYRRPVJFKOFCM-UHFFFAOYSA-N
- CAS Registry Number: 25401-39-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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°gas | 32.8 ± 3.0 | kcal/mol | Ccb | Schmid, Kloster-Jensen, et al., 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = 30.8 kcal/mol |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, 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 | 12.2 ± 1.5 | kcal/mol | Ccb | Schmid, Kloster-Jensen, et al., 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = 14.4 ± 1.5 kcal/mol |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -2063.5 ± 1.5 | kcal/mol | Ccb | Schmid, Kloster-Jensen, et al., 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2065.7 ± 1.5 kcal/mol; Corresponding ΔfHºsolid = 12.16 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, 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
View reactions leading to C16H16O+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.0 | PE | Allan, Heilbronner, et al., 1975 | LLK |
| 8.31 ± 0.03 | PE | Allan, Heilbronner, et al., 1975 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, 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.
Schmid, Kloster-Jensen, et al., 1956
Schmid, R.W.; Kloster-Jensen, E.; Kovats, E.; Heilbronner, E.,
96. Untersuchungen in der benztropylium-reihe. IV. Die bildungsenthalpien des 2,7-dimethyl-4,5-benztropons, des 2,7-dodecamethylen-4,5-benztropons und des 2,7-penta-methylen-4,5-benztropons,
Helv. Chim. Acta, 1956, 39, 806-812. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Allan, Heilbronner, et al., 1975
Allan, M.; Heilbronner, E.; Kloster-Jensen, E.,
A photoelectron-spectroscopic investigation of benzologue tropones,
J. Electron Spectrosc. Relat. Phenom., 1975, 6, 181. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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