Methyl vinyl ketone

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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 as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

C4H5O- + Hydrogen cation = Methyl vinyl ketone

By formula: C4H5O- + H+ = C4H6O

Quantity Value Units Method Reference Comment
Δr1520. ± 8.8kJ/molG+TSBartmess and Kiplinger, 1986gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Δr1492. ± 8.4kJ/molIMREBartmess and Kiplinger, 1986gas phase; value altered from reference due to change in acidity scale; B

(CAS Reg. No. 71695-01-7 • 4294967295Methyl vinyl ketone) + Methyl vinyl ketone = CAS Reg. No. 71695-01-7

By formula: (CAS Reg. No. 71695-01-7 • 4294967295C4H6O) + C4H6O = CAS Reg. No. 71695-01-7

Quantity Value Units Method Reference Comment
Δr98. ± 19.kJ/molN/AGraul and Squires, 1990gas phase; B

Hydrogen + Methyl vinyl ketone = 2-Butanone

By formula: H2 + C4H6O = C4H8O

Quantity Value Units Method Reference Comment
Δr-550.6kJ/molChydVeselova and Sul'man, 1980liquid phase; ALS

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.

Bartmess and Kiplinger, 1986
Bartmess, J.E.; Kiplinger, J.P., 'Kinetic' vs. thermodynamic acidities of enones in the gas phase, J. Org. Chem., 1986, 51, 2173. [all data]

Graul and Squires, 1990
Graul, S.T.; Squires, R.R., Gas-Phase Acidities Derived from Threshold Energies for Activated Reactions, J. Am. Chem. Soc., 1990, 112, 7, 2517, https://doi.org/10.1021/ja00163a007 . [all data]

Veselova and Sul'man, 1980
Veselova, M.E.; Sul'man, E.M., Effect of the chemical structure of α,β-unsaturated esters and ketones on the selectivity of their hydrogenation, Svoistva Veshchestv i Stroenie Molekul, Kalinin, 1980, 140-143. [all data]


Notes

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