The acid dissociation constant for loss of a proton from cyclohexanol is 1 × 10-16
a. Draw an energy diagram for loss of a proton from cyclohexanol.

b. Draw the contributing resonance structures for phenol.
c. Draw the contributing resonance structures for the phenolate ion.
d. Draw an energy diagram for loss of a proton from phenol on the same plot with the energy diagram for loss of a proton from cyclohexanol..

e. Which has a greater cyclohexanol or phenol?
f. Which is a stronger acid, cyclohexanol or phenol?

Transcribed Image Text:

Ka 1x 10-16 OH