trans-(+)-Bicyclo-[6.1.0]nonane
- Formula: C9H16
- Molecular weight: 124.2233
- IUPAC Standard InChI: InChI=1S/C9H16/c1-2-4-6-9-7-8(9)5-3-1/h8-9H,1-7H2/t8-,9-/m1/s1
- IUPAC Standard InChIKey: FYECUAIUGWFPJF-RKDXNWHRSA-N
- CAS Registry Number: 39124-79-3
- 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:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
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 | -18.8 ± 1.1 | kJ/mol | Ccb | Wiberg, Lupton, et al., 1984 | Author was aware that data differs from previously reported values; see Lupton, 1970 |
| ΔfH°gas | -39.7 ± 3.3 | kJ/mol | Ccb | Corbally and Perkins, 1978 |
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 | -68.2 ± 1.0 | kJ/mol | Ccb | Wiberg, Lupton, et al., 1984 | Author was aware that data differs from previously reported values; see Lupton, 1970 |
| ΔfH°liquid | -82.4 ± 3.2 | kJ/mol | Ccb | Corbally and Perkins, 1978 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -5760.32 ± 0.92 | kJ/mol | Ccb | Wiberg, Lupton, et al., 1984 | Author was aware that data differs from previously reported values; see Lupton, 1970; Corresponding ΔfHºliquid = -67.91 kJ/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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔvapH° | 49.4 ± 0.4 | kJ/mol | E | Wiberg, Lupton, et al., 1984 | Author was aware that data differs from previously reported values; see Lupton, 1970; ALS |
| ΔvapH° | 49.4 | kJ/mol | N/A | Wiberg, Lupton, et al., 1984 | DRB |
| ΔvapH° | 42.7 ± 0.6 | kJ/mol | V | Corbally and Perkins, 1978 | ALS |
| ΔvapH° | 42.7 | kJ/mol | N/A | Corbally and Perkins, 1978 | 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 C9H16+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.36 | PE | Heilbronner, Gleiter, 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.
Wiberg, Lupton, et al., 1984
Wiberg, K.B.; Lupton, E.C., Jr.; Wasserman, D.J.; de Meijere, A.,
Enthalpies of formation of cis- and trans-1,2-diethylcyclopropane and cis- and trans-bicyclo[6.1.0]nonane. Structural effects on energies of cyclopropane rings,
J. Am. Chem. Soc., 1984, 106, 1740-1744. [all data]
Lupton, 1970
Lupton, E.C., Jr.,
The thermochemistry of some small ring compounds,
Diss. Abs., 1970, 31, 1174-1175. [all data]
Corbally and Perkins, 1978
Corbally, R.P.; Perkins, M.J.,
Standard enthalpies of formation of cis- and trans- bicyclo[6.1.0]nonanes,
J. Chem. Soc. Chem. Commun., 1978, 778-779. [all data]
Heilbronner, Gleiter, et al., 1973
Heilbronner, E.; Gleiter, R.; Hoshi, T.; Meijere, A.,
The interaction of Walsh-orbitals in diademane and related hydrocarbons,
Helv. Chim. Acta, 1973, 56, 1594. [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.