Ethenol, 2,2-bis(2,4,6-trimethylphenyl)-


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

C20H23O- + Hydrogen cation = Ethenol, 2,2-bis(2,4,6-trimethylphenyl)-

By formula: C20H23O- + H+ = C20H24O

Quantity Value Units Method Reference Comment
Δr340.0 ± 2.5kcal/molG+TSMishima, Mustanir, et al., 2000gas phase; enol acidity: 323 K
Quantity Value Units Method Reference Comment
Δr332.8 ± 2.0kcal/molIMREMishima, Mustanir, et al., 2000gas phase; enol acidity: 323 K

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

Ionization energy determinations

IE (eV) Method Reference Comment
7.2PELecoultre, Heilbronner, et al., 1986LBLHLM
7.60 ± 0.05PELecoultre, Heilbronner, et al., 1986LBLHLM

De-protonation reactions

C20H23O- + Hydrogen cation = Ethenol, 2,2-bis(2,4,6-trimethylphenyl)-

By formula: C20H23O- + H+ = C20H24O

Quantity Value Units Method Reference Comment
Δr340.0 ± 2.5kcal/molG+TSMishima, Mustanir, et al., 2000gas phase; enol acidity: 323 K; B
Quantity Value Units Method Reference Comment
Δr332.8 ± 2.0kcal/molIMREMishima, Mustanir, et al., 2000gas phase; enol acidity: 323 K; B

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.

Mishima, Mustanir, et al., 2000
Mishima, M.; Mustanir; Eventova, I.; Rappoport, Z., Acidities and pK(Enol) values of stable simple enols in the gas phase, J. Chem. Soc. Perkin Trans., 2000, 2, 7, 1505-1512, https://doi.org/10.1039/b001155j . [all data]

Lecoultre, Heilbronner, et al., 1986
Lecoultre, J.; Heilbronner, E.; Biali, S.E.; Rappoport, Z., 223. Ionization energies of 1-R-2,2-dimesitylethenols, 1,2-dimesityl-2-phenylethenol, and some of their keto tautomers, Helv. Chim. Acta, 1986, 69, 2108. [all data]


Notes

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