Journal of Chemical Thermodynamics p. 505 - 512 (1985)
Update date:2022-08-17
Topics:
Steele, William V.
Gammon, Bruce E.
Smith, Norris K.
Chickos, James S.
Greenberg, Arthur
Liebman, Joel F.
The standard molar enthalpies of combustion and sublimation for 2,3-diphenylcycloprop-2-en-1-one (C15H10O) at 298.15 K have been redetermined.The experimental values: ΔfH0m(C15H10O, cr) = (198.03 +/- 1.96) kJ*mol-1 and ΔgcrH0m(C15H10O) = (119.7 +/- 8) kJ*mol-1 yield a value for ΔfH0m(C15H10O, g) = (317.7 +/- 8.2) kJ*mol-1.If one assumes a ring strain in cycloprop-2-en-1-one of 280 kJ*mol-1, then the resonance stabilization in the three-membered ring is 88 kJ*mol-1.This indicates substantial ground-state aromatic stabilization in this molecule.
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