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2-Propynoic acid, methyl ester


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

C4H3O2- + Hydrogen cation = 2-Propynoic acid, methyl ester

By formula: C4H3O2- + H+ = C4H4O2

Quantity Value Units Method Reference Comment
Deltar1501. ± 8.8kJ/molG+TSTaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B
Quantity Value Units Method Reference Comment
Deltar1469. ± 8.4kJ/molIMRETaft and Topsom, 1987gas phase; value altered from reference due to change in acidity scale; B

1,3 Diphenylisobenzofuran + 2-Propynoic acid, methyl ester = C24H18O3

By formula: C20H14O + C4H4O2 = C24H18O3

Quantity Value Units Method Reference Comment
Deltar-123.kJ/molKinSamuilov, Nurullina, et al., 1983liquid phase; solvent: Dichloroethane; ALS

2Hydrogen + 2-Propynoic acid, methyl ester = Methyl propionate

By formula: 2H2 + C4H4O2 = C4H8O2

Quantity Value Units Method Reference Comment
Deltar-331. ± 4.6kJ/molChydFlitcroft and Skinner, 1958liquid phase; solvent: Ethanol; 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.

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]

Samuilov, Nurullina, et al., 1983
Samuilov, Ya.D.; Nurullina, R.L.; Konovalov, A.I., Thermochemical and kinetic study of the Diels-Alder reaction with ethylene and acetylene dienophiles, Zh. Org. Khim., 1983, 19, 1431-1435. [all data]

Flitcroft and Skinner, 1958
Flitcroft, T.L.; Skinner, H.A., Heats of hydrogenation Part 2.-Acetylene derivatives, Trans. Faraday Soc., 1958, 54, 47-53. [all data]


Notes

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