m-difluorophenide 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

C6H3F2- + Hydrogen cation = Benzene, 1,3-difluoro-

By formula: C6H3F2- + H+ = C6H4F2

Quantity Value Units Method Reference Comment
Δr374.0 ± 2.1kcal/molG+TSBuker, Nibbering, et al., 1997gas phase
Δr<376.55 ± 0.30kcal/molG+TSBriscese and Riveros, 1975gas phase; < iPrOH; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr366.3 ± 2.0kcal/molIMREBuker, Nibbering, et al., 1997gas phase
Δr<368.80kcal/molIMRBBriscese and Riveros, 1975gas phase; < iPrOH; value altered from reference due to change in acidity scale

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

Protonation reactions

C6H3F2- + Hydrogen cation = Benzene, 1,3-difluoro-

By formula: C6H3F2- + H+ = C6H4F2

Quantity Value Units Method Reference Comment
Δr374.0 ± 2.1kcal/molG+TSBuker, Nibbering, et al., 1997gas phase
Δr<376.55 ± 0.30kcal/molG+TSBriscese and Riveros, 1975gas phase; < iPrOH; value altered from reference due to change in acidity scale
Quantity Value Units Method Reference Comment
Δr366.3 ± 2.0kcal/molIMREBuker, Nibbering, et al., 1997gas phase
Δr<368.80kcal/molIMRBBriscese and Riveros, 1975gas phase; < iPrOH; value altered from reference due to change in acidity scale

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.

Buker, Nibbering, et al., 1997
Buker, H.H.; Nibbering, N.M.M.; Espinosa, D.; Mongin, F.; Schlosser, M., Additivity of substituent effects in the fluoroarene series: Equilibrium acidity in the gas phase and deprotonation rates in ethereal solution, Tetrahed. Lett., 1997, 38, 49, 8519-8522, https://doi.org/10.1016/S0040-4039(97)10303-3 . [all data]

Briscese and Riveros, 1975
Briscese, S.M.J.; Riveros, J.M., Gas phase nucleophilic reactions of aromatic systems, J. Am. Chem. Soc., 1975, 97, 230. [all data]


Notes

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