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3-Butyn-2-one


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 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 C4H4O+ (ion structure unspecified)

Ionization energy determinations

IE (eV) Method Reference Comment
10.25EIBurgers, Holmes, et al., 1982LBLHLM
10.19PEWillett and Baer, 1980LLK
10.28PETerlouw, Burgers, et al., 1979LLK
10.25 ± 0.05EIHolmes and Terlouw, 1979LLK
10.17PECarlier and Mouvier, 1979Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C2H+17.95CH3+CO?EIMajer, Patrick, et al., 1961RDSH
C2H3O+12.10 ± 0.10C2HPEWillett and Baer, 1980LLK
C2H3O+11.85C2HEIMajer, Patrick, et al., 1961RDSH
C3HO+11.00 ± 0.10CH3PEWillett and Baer, 1980LLK
C3HO+11.0CH3EIMajer, Patrick, et al., 1961RDSH
C3H3+11.55 ± 0.10CHOPEWillett and Baer, 1980LLK
C3H4+11.0 ± 0.2COEIMommers, Burgers, et al., 1984LBLHLM
C3H4+10.68 ± 0.05COPEWillett and Baer, 1980LLK

De-protonation reactions

C4H3O- + Hydrogen cation = 3-Butyn-2-one

By formula: C4H3O- + H+ = C4H4O

Quantity Value Units Method Reference Comment
Deltar1506. ± 9.6kJ/molG+TSTaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1474. ± 9.2kJ/molIMRETaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B

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.

Burgers, Holmes, et al., 1982
Burgers, P.C.; Holmes, J.L.; Lossing, F.P.; Mommers, A.A.; Povel, F.R.; Terlouw, J.K., Isomeric and tautomeric [C4H4O]+ ions. Their thermochemistry and collisionally induced fragmentation characteristics, Can. J. Chem., 1982, 60, 2246. [all data]

Willett and Baer, 1980
Willett, G.D.; Baer, T., Thermochemistry and dissociation dynamics of state-selected C4H4X ions. 2. Furan 3-butyn-2-one, J. Am. Chem. Soc., 1980, 102, 6769. [all data]

Terlouw, Burgers, et al., 1979
Terlouw, J.K.; Burgers, P.C.; Holmes, J.L., Thermochemistry and generation of vinylketene, J. Am. Chem. Soc., 1979, 101, 225. [all data]

Holmes and Terlouw, 1979
Holmes, J.L.; Terlouw, J.K., Structures of [C4H4O]+ ions produced from 2- and 4-pyrone, J. Am. Chem. Soc., 1979, 101, 4973. [all data]

Carlier and Mouvier, 1979
Carlier, P.; Mouvier, G., Etude par spectrometrie de photoelectrons de la structure electronique des ynals et des ynones conjugues, J. Electron Spectrosc. Relat. Phenom., 1979, 17, 169. [all data]

Majer, Patrick, et al., 1961
Majer, J.R.; Patrick, C.R.; Robb, J.C., Appearance potentials of the acetyl radical-ion, J. Chem. Soc. Faraday Trans., 1961, 57, 14. [all data]

Mommers, Burgers, et al., 1984
Mommers, A.A.; Burgers, P.C.; Holmes, J.L.; Terlouw, J.K., Isomeric [C3H4]+ ions: Their identification and generation in dissociative ionizations, Org. Mass Spectrom., 1984, 19, 7. [all data]

Taft and Topsom, 1987
Taft, R.W.; Topsom, R.D., The Nature and Analysis of Substituent Effects, Prog. Phys. Org. Chem., 1987, 16, 1. [all data]


Notes

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