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furanide 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

C4H3O- + Hydrogen cation = Furan

By formula: C4H3O- + H+ = C4H4O

Quantity Value Units Method Reference Comment
Deltar391.07 ± 0.36kcal/molG+TSGrabowski and Owusugas phase
Deltar388.2 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2.
Quantity Value Units Method Reference Comment
Deltar382.90 ± 0.20kcal/molIMREGrabowski and Owusugas phase
Deltar380.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas 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 ± 0.0040LPESVogelhuber, Wren, et al., 2011 

Protonation reactions

C4H3O- + Hydrogen cation = Furan

By formula: C4H3O- + H+ = C4H4O

Quantity Value Units Method Reference Comment
Deltar391.07 ± 0.36kcal/molG+TSGrabowski and Owusugas phase
Deltar388.2 ± 3.1kcal/molG+TSDePuy, Kass, et al., 1988gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2.
Quantity Value Units Method Reference Comment
Deltar382.90 ± 0.20kcal/molIMREGrabowski and Owusugas phase
Deltar380.0 ± 3.0kcal/molIMRBDePuy, Kass, et al., 1988gas 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

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