Alkyl Halides and Aryl HalidesMedium
Question
Major products A and B formed in the following reaction sequence, are
Options
A.
B.
C.
D.
Solution
Sol. [Key Concept: Substitution followed by elimination]
PBr₃ replaces the OH group of 2-methylcyclohexan-1-ol with Br, giving A, 1-bromo-2-methylcyclohexane, without the carbocation rearrangement associated with an SN1 route. Heating with alcoholic KOH then eliminates HBr. Under the unstated-stereochemistry textbook interpretation, the more substituted alkene, 1-methylcyclohexene, is the major B. This pair is option (3).
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