Results of some Hückel calculations

huckel.gif (10303 bytes)

 

Compounds used in this comparison:

Structure

p Energy (Hückel)

Aromatic Stabilization Energy Experimental Resonance Stabilization
8 b 2 b 36 kcal/mol
styrene.gif (1411 bytes) 10.42 b 2.42 b 38 kcal/mol
Naphthalene.gif (1506 bytes) 13.68 b 3.68 b 61 kcal/mol
Anthracene.gif (1715 bytes) 19.31 b 5.31 b 83.5 kcal/mol
phenanthrene.gif (1790 bytes) 19.45 b 5.45 b 92 kcal/mol
pyrene.gif (1866 bytes) 22.51 b 6.50 b 109 kcal/mol
triptycene.gif (2010 bytes) 25.27 b 7.27 b 119 kcal/mol

(Experimental resonance energies are taken as the difference between the heat of hydrogenation and the heat of hydrogenation for a number of ethylene molecules equivalent to the number of formal double bonds.)

 


Back the CH 637 Home