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The reaction of trans-1-bromo-2-methylcyclohexane with EtONa and EtOH proceeds via an E2 elimination mechanism to give 2-methylcyclohexene as the major product. The reaction proceeds via the formation of an alkoxide intermediate, which then undergoes a concerted elimination of EtOH and HBr to give the alkene product. The reaction is regiospecific, and the major product is the more substituted alkene due to the preferential formation of the more stable carbocation intermediate.