Compare the dipole moments of calicene (a) and fulvene (b). Is the dipole moment of (a) greater than, less than or equal to that of (b) ?
(a) (b)

Question

Compare the dipole moments of calicene (a) and fulvene (b). Is the dipole moment of (a) greater than, less than or equal to that of (b) ? (a) (b)

TestHub · Accepted Answer

In calicene the dipolar form has a cyclopentadienide anion (6π) and a cyclopropenyl cation (2π) : both rings are aromatic, so the charge separation is large. In fulvene only the five-membered ring gains aromatic (6π) character and the exocyclic carbon is a plain C H 2 + ​ , so the dipole is much smaller. So a > b.

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