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Cyclooctene

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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

cyclooctenide anion + Hydrogen cation = Cyclooctene

By formula: C8H13- + H+ = C8H14

Quantity Value Units Method Reference Comment
Deltar1617. ± 21.kJ/molG+TSLee and Squires, 1986gas phase; Between H2O, MeOH; B
Quantity Value Units Method Reference Comment
Deltar1586. ± 21.kJ/molIMRBLee and Squires, 1986gas phase; Between H2O, MeOH; B

Hydrogen + Cyclooctene = Cyclooctane

By formula: H2 + C8H14 = C8H16

Quantity Value Units Method Reference Comment
Deltar-94. ± 1.kJ/molChydRogers and McLafferty, 1971liquid phase; solvent: Acetic acid; ALS

Bromine + Cyclooctene = 1,2-Dibromocyclooctane

By formula: Br2 + C8H14 = C8H14Br2

Quantity Value Units Method Reference Comment
Deltar-122.63kJ/molCmLister, 1941gas phase; Heat of bromination at 300 K; ALS

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]

Rogers and McLafferty, 1971
Rogers, D.W.; McLafferty, F.J., A new hydrogen calorimeter. Heats of hydrogenation of allyl and vinyl unsaturation adjacent to a ring, Tetrahedron, 1971, 27, 3765-3775. [all data]

Lister, 1941
Lister, M.W., Heats of organic reactions. X. Heats of bromination of cyclic olefins, J. Am. Chem. Soc., 1941, 63, 143-149. [all data]


Notes

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