furanide anion


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 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
Δr1636.2 ± 1.5kJ/molG+TSGrabowski and Owusugas phase
Δr1624. ± 13.kJ/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
Δr1602.1 ± 0.84kJ/molIMREGrabowski and Owusugas phase
Δr1590. ± 13.kJ/molIMRBDePuy, Kass, et al., 1988gas phase; Order:H2O < furan < 2-Me-furan < MeOH. D exchange indicates anion at C-2.

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.

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]

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]


Notes

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