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Butanoic acid

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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 evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C4H8O2+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)10.17 ± 0.05eVN/AN/AL

Ionization energy determinations

IE (eV) Method Reference Comment
10.17 ± 0.05PIPECOButler, Fraser-Monteiro, et al., 1982LBLHLM
10.24EIHolmes, Fingas, et al., 1981LLK
10.24EIHolmes and Lossing, 1980LLK
10.46PEWatanabe, Yokoyama, et al., 1973LLK
10.16 ± 0.05PIWatanabe, Nakayama, et al., 1962RDSH
10.38PEBenoit and Harrison, 1977Vertical value; LLK
10.22PESustmann and Trill, 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H4+11.5 ± 0.1C2H4O2PIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C2H4O2+10.42 ± 0.05C2H4PIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C2H4O2+10.60C2H4EIHolmes and Lossing, 1980LLK
C2H5+11.6 ± 0.1C2H3O2PIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C2H402+10.60 ± 0.05C2H4EIHolmes and Lossing, 1980, 2LLK
C3H5O2+10.5 ± 0.1CH3PIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C3H6+11.4 ± 0.1CH2O2PIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C3H7+10.96 ± 0.05COOHPIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM
C4H7O+11.8 ± 0.1OHPIPECOButler, Fraser-Monteiro, et al., 1982T = 298K; LBLHLM

De-protonation reactions

C4H7O2- + Hydrogen cation = Butanoic acid

By formula: C4H7O2- + H+ = C4H8O2

Quantity Value Units Method Reference Comment
Deltar1451. ± 8.4kJ/molTDEqNorrman and McMahon, 1999gas phase; B
Deltar1450. ± 9.2kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Deltar1450. ± 9.2kJ/molG+TSCumming and Kebarle, 1978gas phase; B
Quantity Value Units Method Reference Comment
Deltar1420. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase; B
Deltar1420. ± 8.4kJ/molIMRECumming and Kebarle, 1978gas phase; B

References

Go To: Top, 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.

Butler, Fraser-Monteiro, et al., 1982
Butler, J.J.; Fraser-Monteiro, M.L.; Fraser-Monteiro, L.; Baer, T.; Hass, J.R., Thermochemistry and dissociation dynamics of state-selected C4H8O2+ Ions. 2. Butanoic acid, J. Phys. Chem., 1982, 86, 747. [all data]

Holmes, Fingas, et al., 1981
Holmes, J.L.; Fingas, M.; Lossing, F.P., Towards a general scheme for estimating the heats of formation of organic ions in the gas phase. Part I. Odd-electron cations, Can. J. Chem., 1981, 59, 80. [all data]

Holmes and Lossing, 1980
Holmes, J.L.; Lossing, F.P., Gas-phase heats of formation of keto and enol ions of carbonyl compounds., J. Am. Chem. Soc., 1980, 102, 1591. [all data]

Watanabe, Yokoyama, et al., 1973
Watanabe, I.; Yokoyama, Y.; Ikeda, S., Lone pair ionization potentials of carboxylic acids determined by He(I) photoelectron spectroscopy, Bull. Chem. Soc. Jpn., 1973, 46, 1959. [all data]

Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J., Ionization potentials of some molecules, J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]

Benoit and Harrison, 1977
Benoit, F.M.; Harrison, A.G., Predictive value of proton affinity. Ionization energy correlations involving oxygenated molecules, J. Am. Chem. Soc., 1977, 99, 3980. [all data]

Sustmann and Trill, 1972
Sustmann, R.; Trill, H., Photoelektronenspektroskopische Bestimmung von Substituenten-Effekten. II. «alpha»,«beta»-ungesattigte Carbonester, Tetrahedron Lett., 1972, 42, 4271. [all data]

Holmes and Lossing, 1980, 2
Holmes, J.L.; Lossing, F.P., Thermochemistry and unimolecular reactions of ionized acetic acid and its enol in the gas phase., J. Am. Chem. Soc., 1980, 102, 3732. [all data]

Norrman and McMahon, 1999
Norrman, K.; McMahon, T.B., Intramolecular solvation of carboxylate anions in the gas phase, J. Phys. Chem. A, 1999, 103, 35, 7008-7016, https://doi.org/10.1021/jp9908202 . [all data]

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]


Notes

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