Chapter 8.14, Problem 23P

Interpretation Introduction

Interpretation:

A reasonable synthesis of $\text{trans-2-bromocyclohexanol}$ from cyclohexyl bromide is to be suggested.

Concept Introduction:

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Vicinal halohydrins can be prepared by the reaction of alkenes with bromine in an aqueous solution.This reaction is stereospecific. The halogen and the hydroxyl group are trans to each other in the product.

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The halogen gets attached to the less substituted carbon atom while the hydroxyl group gets attached to the more substituted carbon atom of alkene.

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Alkyl halides on reaction with strong base like ethoxide ion gives alkenes.