The acid dissociation constant (Ka) for loss of a proton from cyclohexanol is 1 *

Chapter 8, Problem 94

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The acid dissociation constant (Ka) for loss of a proton from cyclohexanol is 1 * 10-16.a. Draw a reaction coordinate diagram for loss of a proton from cyclohexanol.Ka = 1 1016H+OH O+b. Draw the resonance contributors for phenol.c. Draw the resonance contributors for the phenolate ion.d. On the same plot with the energy diagram for loss of a proton from cyclohexanol, draw an energy diagram for loss of a proton from phenol.H+OH O+e. Which has a greater Ka: cyclohexanol or phenol?f. Which is a stronger acid: cyclohexanol or phenol?

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