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Cyclopropane,ethenyl-

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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

1-vinylcyclopropanide anion + Hydrogen cation = Cyclopropane,ethenyl-

By formula: C5H7- + H+ = C5H8

Quantity Value Units Method Reference Comment
Deltar1647. ± 13.kJ/molG+TSGuo and Kass, 1992gas phase; Between Me2NH, H2O; B
Quantity Value Units Method Reference Comment
Deltar1617. ± 13.kJ/molIMRBGuo and Kass, 1992gas phase; Between Me2NH, H2O; B

2Hydrogen + Cyclopropane,ethenyl- = Pentane

By formula: 2H2 + C5H8 = C5H12

Quantity Value Units Method Reference Comment
Deltar-274. ± 0.8kJ/molChydRoth, Kirmse, et al., 1982liquid phase; solvent: Isooctane; ALS

Hydrogen + Cyclopropane,ethenyl- = Cyclopropane, ethyl-

By formula: H2 + C5H8 = C5H10

Quantity Value Units Method Reference Comment
Deltar-149. ± 4.2kJ/molChydChesick, 1963liquid phase; solvent: Acetic acid; ALS

Cyclopropane, methylmethylene- = Cyclopropane,ethenyl-

By formula: C5H8 = C5H8

Quantity Value Units Method Reference Comment
Deltar-2.4 ± 0.84kJ/molEqkChesick, 1963gas 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.

Guo and Kass, 1992
Guo, H.Z.; Kass, S.R., Vinylcyclopropyl Anion - Structure, Reactivity, Thermodynamic Properties, and an Unusual Rearrangement, J. Am. Chem. Soc., 1992, 114, 4, 1244, https://doi.org/10.1021/ja00030a019 . [all data]

Roth, Kirmse, et al., 1982
Roth, W.R.; Kirmse, W.; Hoffmann, W.; Lennartz, H.W., Heats of hydrogenation. III. Effect of fluoro substituents on the thermal rearrangement of cyclopropane systems, Chem. Ber., 1982, 115, 2508-2515. [all data]

Chesick, 1963
Chesick, J.P., Kinetics of the thermal interconversion of 2-methylmethylenecyclopropane and ethylidenecyclopropane, J. Am. Chem. Soc., 1963, 85, 2720-2723. [all data]


Notes

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