Hexamethyltetracyclo[2.2.0(2,6).0(3,5)]hexane


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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Individual Reactions

Hexamethyltetracyclo[2.2.0(2,6).0(3,5)]hexane = Benzene, hexamethyl-

By formula: C12H18 = C12H18

Quantity Value Units Method Reference Comment
Δr-82.5 ± 0.8kcal/molCmAdam and Chang, 1969liquid phase; solvent: Pure phase; Heat of isomerization
Δr-91.2kcal/molEqkOth, 1968liquid phase; Heat of isomerization, see Oth, 1969
Δr-91.5kcal/molCmOth, 1968liquid phase; solvent: Toluene-d8; Heat of isomerization at 150°C

Hexamethyltetracyclo[2.2.0(2,6).0(3,5)]hexane = Dewar benzene, hexamethyl-

By formula: C12H18 = C12H18

Quantity Value Units Method Reference Comment
Δr-55.7 ± 0.6kcal/molCmAdam and Chang, 1969liquid phase; solvent: Pure phase; Heat of isomerization

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.

Adam and Chang, 1969
Adam, W.; Chang, J.C., Kinetics and thermochemistry of valence isomerization by differential scanning calorimetry: the case of hexamethylprismane and hexamethyldewarbenzene, Int. J. Chem. Kinet., 1969, 1, 487-492. [all data]

Oth, 1968
Oth, J.F.M., The kinetics and thermochemistry of the thermal rearrangement of hexamethylbicyclo[2.2.0]hexa-2,5-diene (hexamethyldewarbenzene) and of hexamethyltetracyclo[2.2.0,0(2,6).0(3,5)]hexane (hexamethylprismane), Chem. Ber., 1968, 47, 1185-1195. [all data]

Oth, 1969
Oth, J.F.M., The kinetics and thermochemistry of the thermal rearrangement of hexamethyl(Dewar benzene) and of hexamethylprismane, Angew. Chem. Int. Ed. Engl., 1969, 7, 646. [all data]


Notes

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