Question 12.4: What product would you expect from reaction of 1-chloro-1-me...

Organic Chemistry with Biological Applications

What product would you expect from reaction of 1-chloro-1-methylcyclohexane with KOH in ethanol?

Strategy

Treatment of an alkyl halide with a strong base such as KOH yields an alkene. To find the products in a specific case, locate the hydrogen atoms on each carbon next to the leaving group, and then generate the potential alkene products by removing HX in as many ways as possible. The major product will be the one that has the most highly substituted double bond—in this case, 1-methylcyclohexene.

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