CH2=CHCH(Ph) anion
- Formula: C9H9-
- Molecular weight: 117.1683
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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- + =
By formula: C9H9- + H+ = C9H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 368.1 ± 2.2 | kcal/mol | G+TS | Glasovac, Eckert-Maksic, et al., 2002 | gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy |
| ΔrH° | 368.1 ± 4.6 | kcal/mol | G+TS | Dahlke and Kass, 1991 | gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 361.5 ± 2.1 | kcal/mol | IMRE | Glasovac, Eckert-Maksic, et al., 2002 | gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy |
| ΔrG° | 361.5 ± 4.5 | kcal/mol | IMRB | Dahlke and Kass, 1991 | gas 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 ± 0.070 | IMRB | Glasovac, Eckert-Maksic, et al., 2002 | between PhNO2, SO2 |
| 1.02 ± 0.23 | D-EA | Dahlke and Kass, 1991 | Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain. |
Protonation reactions
C9H9- + =
By formula: C9H9- + H+ = C9H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 368.1 ± 2.2 | kcal/mol | G+TS | Glasovac, Eckert-Maksic, et al., 2002 | gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy |
| ΔrH° | 368.1 ± 4.6 | kcal/mol | G+TS | Dahlke and Kass, 1991 | gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 361.5 ± 2.1 | kcal/mol | IMRE | Glasovac, Eckert-Maksic, et al., 2002 | gas phase; The PhCH2CH=CH2 HOF by 81CHY/HIM is at least 4 kcal/mol too high in energy |
| ΔrG° | 361.5 ± 4.5 | kcal/mol | IMRB | Dahlke and Kass, 1991 | gas phase; Between Et2NOH, Me2CH=NOH. Reprotonation site uncertain. |
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.
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
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
EAneutral Electron affinity of neutral species ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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