benzocyclobutadienide anion


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 by: John E. Bartmess

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Individual Reactions

C8H5- + Hydrogen cation = Bicyclo[4.2.0]octa-1,3,5,7-tetraene

By formula: C8H5- + H+ = C8H6

Quantity Value Units Method Reference Comment
Δr384.3 ± 5.1kcal/molG+TSBroadus and Kass, 2000gas phase; between PhF, 1,3-diazine
Quantity Value Units Method Reference Comment
Δr376.1 ± 5.0kcal/molIMRBBroadus and Kass, 2000gas phase; between PhF, 1,3-diazine

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry 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: John E. Bartmess

Electron affinity of neutral species

EAneutral (eV) Method Reference Comment
1.80 ± 0.10IMRBBroadus and Kass, 2000, 2 

Protonation reactions

C8H5- + Hydrogen cation = Bicyclo[4.2.0]octa-1,3,5,7-tetraene

By formula: C8H5- + H+ = C8H6

Quantity Value Units Method Reference Comment
Δr384.3 ± 5.1kcal/molG+TSBroadus and Kass, 2000gas phase; between PhF, 1,3-diazine
Quantity Value Units Method Reference Comment
Δr376.1 ± 5.0kcal/molIMRBBroadus and Kass, 2000gas phase; between PhF, 1,3-diazine

References

Go To: Top, Reaction thermochemistry 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.

Broadus and Kass, 2000
Broadus, K.M.; Kass, S.R., Benzocyclobutadienyl anion: Formation and energetics of an antiaromatic molecule, J. Org. Chem., 2000, 65, 20, 6566-6571, https://doi.org/10.1021/jo000709o . [all data]

Broadus and Kass, 2000, 2
Broadus, K.M.; Kass, S.R., The electron as a protecting group. 2. Generation of benzocyclobutadiene radical anion in the gas phase and an experimental determination of the heat of formation of benzocyclobutadiene, J. Am. Chem. Soc., 2000, 122, 43, 10697-10703, https://doi.org/10.1021/ja002352b . [all data]


Notes

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