Show how you would accomplish the following synthetic conversions.
(c) 2−methylcyclohexanol → 1−bromo−1−methylcyclohexane

When 1-chlorocyclohexene reacts with HBr, the major product is 1-bromo-1-chlorocyclohexane. Propose a mechanism for this reaction, and explain why your proposed intermediate is more stable than the other possible intermediate

Predict the major products of the following reactions, and propose mechanisms to support your predictions.

(b)

HINT: Remember to write out complete structures, including all bonds and charges, when writing a mechanism or determining the course of a reaction.

Show how you would accomplish the following synthetic conversions.

(a) but−1−ene → 1−bromobutane

(b) but−1−ene → 2−bromobutane

Predict the products of the following hydration reactions.

a. 1−methylcyclopentene + dilute acid

Propose a mechanism to show how 3,3-dimethylbut-1-ene reacts with dilute aqueous H₂SO₄ to give 2,3-dimethylbutan-2-ol and a small amount of 2,3-dimethylbut-2-ene.

HINT: When predicting products for electrophilic additions, first draw the structure of the carbocation (or other intermediate) that results from electrophilic attack.

Show how you would accomplish the following synthetic conversions.

(d) 2−methylbutan-2-ol → 2-bromo-3-methylbutane