Bicyclo(3.2.1)oct-2-ene


Reaction thermochemistry data

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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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C8H11- + Hydrogen cation = Bicyclo(3.2.1)oct-2-ene

By formula: C8H11- + H+ = C8H12

Quantity Value Units Method Reference Comment
Δr390.63 ± 0.85kcal/molG+TSLee and Squires, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr383.30 ± 0.60kcal/molIMRELee and Squires, 1986gas phase; B

Hydrogen + Bicyclo(3.2.1)oct-2-ene = Bicyclo[3.2.1]octane

By formula: H2 + C8H12 = C8H14

Quantity Value Units Method Reference Comment
Δr-26.83 ± 0.11kcal/molChydTurner, Jarrett, et al., 1973liquid phase; solvent: Acetic acid; ALS

Gas phase ion energetics data

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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 C8H12+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
8.76 ± 0.02PIDemeo and El-Sayed, 1970RDSH

De-protonation reactions

C8H11- + Hydrogen cation = Bicyclo(3.2.1)oct-2-ene

By formula: C8H11- + H+ = C8H12

Quantity Value Units Method Reference Comment
Δr390.63 ± 0.85kcal/molG+TSLee and Squires, 1986gas phase; B
Quantity Value Units Method Reference Comment
Δr383.30 ± 0.60kcal/molIMRELee and Squires, 1986gas phase; B

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Lee and Squires, 1986
Lee, R.E.; Squires, R.R., Anionic homoaromaticity: A gas phase experimental study, J. Am. Chem. Soc., 1986, 105, 5078. [all data]

Turner, Jarrett, et al., 1973
Turner, R.B.; Jarrett, A.D.; Goebel, P.; Mallon, B.J., Heats of hydrogenation. 9. Cyclic acetylenes and some miscellaneous olefins, J. Am. Chem. Soc., 1973, 95, 790-792. [all data]

Demeo and El-Sayed, 1970
Demeo, D.A.; El-Sayed, M.A., Ionization potential and structure of olefins, J. Chem. Phys., 1970, 52, 2622. [all data]


Notes

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