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(a)Write a mechanism for the following reaction. (b) What general conditions wou

ID: 864996 • Letter: #

Question

(a)Write a mechanism for the following reaction.

(b) What general conditions would you use to ensure a good yield of the product?

(c) What general conditions would you use to carry out the reverse reaction, i.e., the dehydration of cyclohexanol to produce cyclohexene?

(d) What product would you expect to obtain from the acid-catalyzed hydration of 1-methylcyclohexene? Explain your answer.

(a) Write a mechanism for the following reaction. cat. H2SO4 H20 (b) What general conditions would you use to ensure a good yield of the product? (c) What general conditions would you use to carry out the reverse reaction, i.e., the dehydration of cyclohexanol to produce cyclohexene? (d) What product would you expect to obtain from the acid-catalyzed hydration of 1-methylcyclohexene? Explain your answer.

Explanation / Answer

a)

b) Carryout the reaction under mild pressure.

c) Dehydrate cyclohexanol us phosphoric acid and distill out the product

d) Acid catalysed hydration of 1-methylcyclohexene gives 1-methylcyclohexanol. Addition of proton from the acid takes place at less substituted carbon atom ( Markownikaff's rule) to produce more stable carbonium ion, which upon hydration gives 1-methylcyclohexanol.