9-anthryl-CH2 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

C15H11- + Hydrogen cation = Anthracene, 9-methyl-

By formula: C15H11- + H+ = C15H12

Quantity Value Units Method Reference Comment
Δr362.2 ± 2.4kcal/molG+TSBartmess and Griffiths, 1990gas phase; Isomer 9-methylene-9,10-dihydroanthracene: ΔG=349.0±3.0, ΔS=27.0, ΔH=357.1;DH: Zhang, Bordwell, et al., 1993
Quantity Value Units Method Reference Comment
Δr355.1 ± 2.3kcal/molIMREBartmess and Griffiths, 1990gas phase; Isomer 9-methylene-9,10-dihydroanthracene: ΔG=349.0±3.0, ΔS=27.0, ΔH=357.1;DH: Zhang, Bordwell, et al., 1993

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
1.44 ± 0.12D-EABartmess and Griffiths, 1990Isomer 9-methylene-9,10-dihydroanthracene: ΔG=349.0±3.0, ΔS=27.0, ΔH=357.1;DH: Zhang, Bordwell, et al., 1993

Protonation reactions

C15H11- + Hydrogen cation = Anthracene, 9-methyl-

By formula: C15H11- + H+ = C15H12

Quantity Value Units Method Reference Comment
Δr362.2 ± 2.4kcal/molG+TSBartmess and Griffiths, 1990gas phase; Isomer 9-methylene-9,10-dihydroanthracene: ΔG=349.0±3.0, ΔS=27.0, ΔH=357.1;DH: Zhang, Bordwell, et al., 1993
Quantity Value Units Method Reference Comment
Δr355.1 ± 2.3kcal/molIMREBartmess and Griffiths, 1990gas phase; Isomer 9-methylene-9,10-dihydroanthracene: ΔG=349.0±3.0, ΔS=27.0, ΔH=357.1;DH: Zhang, Bordwell, et al., 1993

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.

Bartmess and Griffiths, 1990
Bartmess, J.E.; Griffiths, S.S., Tautomerization Energetics of Benzoannelated Toluenes, J. Am. Chem. Soc., 1990, 112, 8, 2932, https://doi.org/10.1021/ja00164a014 . [all data]

Zhang, Bordwell, et al., 1993
Zhang, X.M.; Bordwell, F.G.; Bares, J.E.; Cheng, J.P.; Petrie, B.C., Homolytic Bond Dissociation Energies of the Acidic C-H Bonds in alpha-Substituted and 10-Substituted 9-Methylanthracenes and Their Related Radical Anions, J. Org. Chem., 1993, 58, 11, 3051, https://doi.org/10.1021/jo00063a025 . [all data]


Notes

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