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Phenol, 3-chloro-

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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 evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

View reactions leading to C6H5ClO+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.655 ± 0.001eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
8.655 ± 0.001LSCockett, Takahashi, et al., 1991Cis isomer; LL
8.682 ± 0.001LSCockett, Takahashi, et al., 1991Trans isomer; LL
8.65 ± 0.03SOikawa, Abe, et al., 1985LBLHLM

De-protonation reactions

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

By formula: C6H4ClO- + H+ = C6H5ClO

Quantity Value Units Method Reference Comment
Deltar341.8 ± 3.6kcal/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; B
Deltar342.4 ± 5.0kcal/molG+TSKebarle and McMahon, 1977gas phase; B
Quantity Value Units Method Reference Comment
Deltar335.0 ± 2.0kcal/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; B
Deltar335.5 ± 2.0kcal/molIMREKebarle and McMahon, 1977gas phase; B

References

Go To: Top, 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.

Cockett, Takahashi, et al., 1991
Cockett, M.C.R.; Takahashi, M.; Okuyama, K.; Kimura, K., REMPI threshold photoelectron spectra of the cis and trans rotational isomers of jet-cooled m-chlorophenol, Chem. Phys. Lett., 1991, 187, 250. [all data]

Oikawa, Abe, et al., 1985
Oikawa, A.; Abe, H.; Mikami, N.; Ito, M., Electronic spectra and ionization potentials of rotational isomers of severaldDisubstituted benzenes, Chem. Phys. Lett., 1985, 116, 50. [all data]

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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