Ph3C 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

C19H15- + Hydrogen cation = Triphenylmethane

By formula: C19H15- + H+ = C19H16

Quantity Value Units Method Reference Comment
Δr1501. ± 9.2kJ/molG+TSTaft and Bordwell, 1988gas phase
Δr1510. ± 10.kJ/molG+TSBartmessgas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr1467. ± 8.4kJ/molIMRETaft and Bordwell, 1988gas phase
Δr1476. ± 9.6kJ/molIMREBartmessgas phase; value altered from reference due to change in acidity scale

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
1.56 ± 0.10D-EATaft and Bordwell, 1988 
2.55848IMREBent, 1930Soln. equilibrium + solvation cycle
0.758873SIGaines and Page, 1968From hexaphenylethane The Magnetron method, lacking mass analysis, is not considered relia

Protonation reactions

C19H15- + Hydrogen cation = Triphenylmethane

By formula: C19H15- + H+ = C19H16

Quantity Value Units Method Reference Comment
Δr1501. ± 9.2kJ/molG+TSTaft and Bordwell, 1988gas phase
Δr1510. ± 10.kJ/molG+TSBartmessgas phase; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr1467. ± 8.4kJ/molIMRETaft and Bordwell, 1988gas phase
Δr1476. ± 9.6kJ/molIMREBartmessgas phase; value altered from reference due to change in acidity scale

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.

Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G., Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase, Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005 . [all data]

Bartmess
Bartmess, J.E., The Gas Phase Thermochemistry of Ph3C-, Ph3C., and Ph3C+, 32nd Ann. Conf. on Mass Spectrom. Allied Topics, San Antonio TX 27 May-1 June 1984. Abstracts p. 472. [all data]

Bent, 1930
Bent, H.E., The Electron Affinity of Triphenylmethyl, J. Am. Chem. Soc., 1930, 52, 4, 1498, https://doi.org/10.1021/ja01367a030 . [all data]

Gaines and Page, 1968
Gaines, A.F.; Page, F.M., The Stabilities of Negative Ions.I. The Methyl-, Diphenylmethyl, and Triphenylmethyl Negative Ions, Int. J. Mass Spectrom. Ion Phys., 1968, 1, 4-5, 315, https://doi.org/10.1016/0020-7381(68)85008-9 . [all data]


Notes

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