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CH2=CHCH(Ph) 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

C9H9- + Hydrogen cation = Benzene, 2-propenyl-

By formula: C9H9- + H+ = C9H10

Quantity Value Units Method Reference Comment
Deltar1540. ± 9.2kJ/molG+TSGlasovac, Eckert-Maksic, et al., 2002gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy
Deltar1540. ± 19.kJ/molG+TSDahlke and Kass, 1991gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain.
Quantity Value Units Method Reference Comment
Deltar1513. ± 8.8kJ/molIMREGlasovac, Eckert-Maksic, et al., 2002gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy
Deltar1513. ± 19.kJ/molIMRBDahlke and Kass, 1991gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain.

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
1.060 ± 0.070IMRBGlasovac, Eckert-Maksic, et al., 2002between PhNO2, SO2
1.02 ± 0.23D-EADahlke and Kass, 1991Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain.

Protonation reactions

C9H9- + Hydrogen cation = Benzene, 2-propenyl-

By formula: C9H9- + H+ = C9H10

Quantity Value Units Method Reference Comment
Deltar1540. ± 9.2kJ/molG+TSGlasovac, Eckert-Maksic, et al., 2002gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy
Deltar1540. ± 19.kJ/molG+TSDahlke and Kass, 1991gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain.
Quantity Value Units Method Reference Comment
Deltar1513. ± 8.8kJ/molIMREGlasovac, Eckert-Maksic, et al., 2002gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy
Deltar1513. ± 19.kJ/molIMRBDahlke and Kass, 1991gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain.

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.

Glasovac, Eckert-Maksic, et al., 2002
Glasovac, Z.; Eckert-Maksic, M.; Dacres, J.E.; Kass, S.R., Gas phase formation of 1-phenylcyclobuten-3-yl and 1- phenylallyl anions and a determination of the allylic C-H acidities and bond dissociation energies of 1-phenylcyclobutene and (E)-1-phen, J. Chem. Soc. Perkin Trans., 2002, 2, 3, 410-415, https://doi.org/10.1039/b111398d . [all data]

Dahlke and Kass, 1991
Dahlke, G.D.; Kass, S.R., Substituent Effects in the Gas Phase - 1-Substituted Allyl Anions, J. Am. Chem. Soc., 1991, 113, 15, 5566, https://doi.org/10.1021/ja00015a008 . [all data]


Notes

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