Tricyclo[4.2.0.02,5]octane, anti-
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-2-6-5(1)7-3-4-8(6)7/h5-8H,1-4H2/t5-,6+,7+,8-
- IUPAC Standard InChIKey: YTZCZYFFHKYOBJ-SOSBWXJGSA-N
- CAS Registry Number: 13027-75-3
- 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. - Stereoisomers:
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Options:
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 | 50.4 ± 0.7 | kcal/mol | Ccb | Walsh, Martin, et al., 1981 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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°liquid | 40.4 ± 0.6 | kcal/mol | Ccb | Walsh, Martin, et al., 1981 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -1202.7 ± 0.6 | kcal/mol | Ccb | Walsh, Martin, et al., 1981 | Corresponding ΔfHºliquid = 40.4 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Gas phase thermochemistry data, 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 as indicated in comments:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔvapH° | 9.99 ± 0.41 | kcal/mol | N/A | Osmont, Catoire, et al., 2008 | AC |
| ΔvapH° | 10.0 ± 0.4 | kcal/mol | E | Walsh, Martin, et al., 1981 | ALS |
| ΔvapH° | 10.0 | kcal/mol | N/A | Walsh, Martin, et al., 1981 | DRB |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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
View reactions leading to C8H12+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.23 | PE | Gleiter, Heilbronner, et al., 1973 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, 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.
Walsh, Martin, et al., 1981
Walsh, R.; Martin, H-D.; Kunze, M.; Oftring, A.; Beckhaus, H-D.,
Small rings. Part 32. The gas phase kinetics, mechanism, and energy hypersurface for the thermolyses of syn- and anti-tricyclo[4.2.0.02,5]-octane,
J. Chem. Soc. Perkin Trans. 2, 1981, 1076-1083. [all data]
Osmont, Catoire, et al., 2008
Osmont, Antoine; Catoire, Laurent; Gokalp, Iskender,
Physicochemical Properties and Thermochemistry of Propellanes,
Energy Fuels, 2008, 22, 4, 2241-2257, https://doi.org/10.1021/ef8000423
. [all data]
Gleiter, Heilbronner, et al., 1973
Gleiter, R.; Heilbronner, E.; Hekman, M.; Martin, H.-D.,
π-Orbital-Wechselwirkungen "through space" and "through bond" in tricyclo[4.2.0.02,5]octadienen,
Chem. Ber., 1973, 106, 28. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.