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benzocyclobutadienide anion


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 by: John E. Bartmess

Electron affinity of neutral species

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

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
Deltar1608. ± 21.kJ/molG+TSBroadus and Kass, 2000, 2gas phase; between PhF, 1,3-diazine
Quantity Value Units Method Reference Comment
Deltar1574. ± 21.kJ/molIMRBBroadus and Kass, 2000, 2gas phase; between PhF, 1,3-diazine

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.

Broadus and Kass, 2000
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]

Broadus and Kass, 2000, 2
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]


Notes

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