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oF-phenide 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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Deltar1618. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase
Deltar1620. ± 8.8kJ/molG+TSAndrade and Riveros, 1996gas phase
Deltar1620. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
Deltar1620. ± 10.kJ/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes
Deltar1620. ± 23.kJ/molG+TSBriscese and Riveros, 1975gas phase
Quantity Value Units Method Reference Comment
Deltar1584. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase
Deltar1586. ± 8.4kJ/molIMREAndrade and Riveros, 1996gas phase
Deltar1585. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
Deltar1586. ± 11.kJ/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes
Deltar1586. ± 22.kJ/molIMRBBriscese and Riveros, 1975gas phase

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
1.73 ± 0.16D-EAAndrade and Riveros, 1996 
1.73 ± 0.17D-EAMeot-ner and Kafafi, 1988anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
1.73 ± 0.27D-EABriscese and Riveros, 1975 

Protonation reactions

C6H4F- + Hydrogen cation = Benzene, fluoro-

By formula: C6H4F- + H+ = C6H5F

Quantity Value Units Method Reference Comment
Deltar1618. ± 8.8kJ/molG+TSBuker, Nibbering, et al., 1997gas phase
Deltar1620. ± 8.8kJ/molG+TSAndrade and Riveros, 1996gas phase
Deltar1620. ± 10.kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
Deltar1620. ± 10.kJ/molBranWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes
Deltar1620. ± 23.kJ/molG+TSBriscese and Riveros, 1975gas phase
Quantity Value Units Method Reference Comment
Deltar1584. ± 8.4kJ/molIMREBuker, Nibbering, et al., 1997gas phase
Deltar1586. ± 8.4kJ/molIMREAndrade and Riveros, 1996gas phase
Deltar1585. ± 8.4kJ/molTDEqMeot-ner and Kafafi, 1988gas phase; anchored to 88MEO scale, not the "87 acidity scale". The Kiefer, Zhang, et al., 1997 BDE is for ortho.
Deltar1586. ± 11.kJ/molH-TSWenthold and Squires, 1995gas phase; By HO- cleavage of substituted silanes
Deltar1586. ± 22.kJ/molIMRBBriscese and Riveros, 1975gas phase

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]

Andrade and Riveros, 1996
Andrade, P.B.M.; Riveros, J.M., Relative Gas-phase Acidities of Fluoro- and Chlorobenzene, J. Mass Spectrom., 1996, 31, 7, 767, https://doi.org/10.1002/(SICI)1096-9888(199607)31:7<767::AID-JMS345>3.0.CO;2-Q . [all data]

Meot-ner and Kafafi, 1988
Meot-ner, M.; Kafafi, S.A., Carbon Acidities of Aromatic Compounds, J. Am. Chem. Soc., 1988, 110, 19, 6297, https://doi.org/10.1021/ja00227a003 . [all data]

Kiefer, Zhang, et al., 1997
Kiefer, J.H.; Zhang, Q.; Kern, R.D.; Yao, J.; Jursic, B., Pyrolysis of Aromatic Azines: Pyrazine, Pyrimidine, and Pyridine, J. Phys. Chem. A, 1997, 101, 38, 7061, https://doi.org/10.1021/jp970211z . [all data]

Wenthold and Squires, 1995
Wenthold, P.G.; Squires, R.R., Determination of the gas-phase acidities of halogen-substituted aromatic compounds using the silane-cleavage method, J. Mass Spectrom., 1995, 30, 1, 17, https://doi.org/10.1002/jms.1190300105 . [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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