Question

Write a rational mechanism for the reaction of 2-methylcyclohexanol with a strong acid.

Write a rational mechanism for the reaction of 2-methylcyclohexanol with a strong acid.

Homework Answers

Answer #1

2-methylcyclohexanol gets dehydrated in presence of strong acids.

The reaction takes place in three steps.

First step includes the removal of water molecule ( dehydration ) to form a 2' carbocation.

Next step involves a rearrangement in which hydride shift converts the 2' cation to 3'carbocation which is more stable.

Final step includes the double bond formation which Zaitsev's rule to from the more substituted alkene as it is more energetically favorable.

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