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mCl-phenoxide 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

C6H4ClO- + Hydrogen cation = Phenol, 3-chloro-

By formula: C6H4ClO- + H+ = C6H5ClO

Quantity Value Units Method Reference Comment
Deltar1430. ± 15.kJ/molG+TSFujio, McIver, et al., 1981gas phase; Exptl «DELTA»Hf(AH) more stable than group additivity by 6 kcal/mol; value altered from reference due to change in acidity scale
Deltar1433. ± 21.kJ/molG+TSKebarle and McMahon, 1977gas phase
Quantity Value Units Method Reference Comment
Deltar1402. ± 8.4kJ/molIMREFujio, McIver, et al., 1981gas phase; Exptl «DELTA»Hf(AH) more stable than group additivity by 6 kcal/mol; value altered from reference due to change in acidity scale
Deltar1404. ± 8.4kJ/molIMREKebarle and McMahon, 1977gas 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
2.67 ± 0.16D-EAFujio, McIver, et al., 1981Exptl «DELTA»Hf(AH) more stable than group additivity by 6 kcal/mol; value altered from reference due to change in acidity scale

Protonation reactions

C6H4ClO- + Hydrogen cation = Phenol, 3-chloro-

By formula: C6H4ClO- + H+ = C6H5ClO

Quantity Value Units Method Reference Comment
Deltar1430. ± 15.kJ/molG+TSFujio, McIver, et al., 1981gas phase; Exptl «DELTA»Hf(AH) more stable than group additivity by 6 kcal/mol; value altered from reference due to change in acidity scale
Deltar1433. ± 21.kJ/molG+TSKebarle and McMahon, 1977gas phase
Quantity Value Units Method Reference Comment
Deltar1402. ± 8.4kJ/molIMREFujio, McIver, et al., 1981gas phase; Exptl «DELTA»Hf(AH) more stable than group additivity by 6 kcal/mol; value altered from reference due to change in acidity scale
Deltar1404. ± 8.4kJ/molIMREKebarle and McMahon, 1977gas 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.

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [all data]


Notes

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