furanide anion
- Formula: C4H3O-
- Molecular weight: 67.0666
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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
C4H3O- + =
By formula: C4H3O- + H+ = C4H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 391.07 ± 0.36 | kcal/mol | G+TS | Grabowski and Owusu | gas phase |
| ΔrH° | 388.2 ± 3.1 | kcal/mol | G+TS | DePuy, Kass, et al., 1988 | gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 382.90 ± 0.20 | kcal/mol | IMRE | Grabowski and Owusu | gas phase |
| ΔrG° | 380.0 ± 3.0 | kcal/mol | IMRB | DePuy, Kass, et al., 1988 | gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2. |
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 |
|---|---|---|---|
| 1.8530 ± 0.0040 | LPES | Vogelhuber, Wren, et al., 2011 |
Protonation reactions
C4H3O- + =
By formula: C4H3O- + H+ = C4H4O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 391.07 ± 0.36 | kcal/mol | G+TS | Grabowski and Owusu | gas phase |
| ΔrH° | 388.2 ± 3.1 | kcal/mol | G+TS | DePuy, Kass, et al., 1988 | gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2. |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 382.90 ± 0.20 | kcal/mol | IMRE | Grabowski and Owusu | gas phase |
| ΔrG° | 380.0 ± 3.0 | kcal/mol | IMRB | DePuy, Kass, et al., 1988 | gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2. |
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.
Grabowski and Owusu
Grabowski, J.J.; Owusu, D.,
, as cited in 98CLI/WEN. [all data]
DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P.,
Formation and Reactions of Heteroaromatic Anions in the Gas Phase,
J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001
. [all data]
Vogelhuber, Wren, et al., 2011
Vogelhuber, K.M.; Wren, S.W.; Sheps, L.; Lineberger, W.C.,
The C-H bond dissociation energy of furan: Photoelectron spectroscopy of the furanide anion,
J. Chem. Phys., 2011, 134, 6, 064302, https://doi.org/10.1063/1.3548873
. [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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