Bicyclo[1.1.1]pentane
- Formula: C5H8
- Molecular weight: 68.1170
- IUPAC Standard InChI: InChI=1S/C5H8/c1-4-2-5(1)3-4/h4-5H,1-3H2
- IUPAC Standard InChIKey: MKCBRYIXFFGIKN-UHFFFAOYSA-N
- CAS Registry Number: 311-75-1
- Chemical structure:
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Gas phase ion energetics data
Go To: Top, 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:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C5H8+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.65 | EI | Wiberg and Connor, 1966 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C5H7+ | 10.60 | H | EI | Wiberg and Connor, 1966 | RDSH |
De-protonation reactions
C5H7- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1720. ± 15. | kJ/mol | CIDT | Graul and Squires, 1990 | gas phase; Reed, Kass, et al., 2002 claim this is the 1,4-pentadien-2-ide anion; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1684. ± 15. | kJ/mol | H-TS | Graul and Squires, 1990 | gas phase; Reed, Kass, et al., 2002 claim this is the 1,4-pentadien-2-ide anion; B |
References
Go To: Top, 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 and Connor, 1966
Wiberg, K.B.; Connor, D.S.,
Bicyclo[1.1.1]pentane,
J. Am. Chem. Soc., 1966, 88, 4437. [all data]
Graul and Squires, 1990
Graul, S.T.; Squires, R.R.,
Gas-Phase Acidities Derived from Threshold Energies for Activated Reactions,
J. Am. Chem. Soc., 1990, 112, 7, 2517, https://doi.org/10.1021/ja00163a007
. [all data]
Reed, Kass, et al., 2002
Reed, D.R.; Kass, S.R.; Mondanaro, K.R.; Dailey, W.P.,
Formation of a 1-bicyclo[1.1.1]pentyl anion and an experimental determination of the acidity and C-H bond dissociation energy of 3-tert-butylbicyclo[1.1.1]pentane,
J. Am. Chem. Soc., 2002, 124, 11, 2790-2795, https://doi.org/10.1021/ja0121890
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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