Which of the following is the correct product of the above reaction:
1) 1-ethyl-3-methyl cyclohex-1-ene
2) 1-ethyl-3-methyl cyclohexanol
3) 1-methyl-3-ethyl cyclohex-1-ene

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Solution

Dehydrobromination of (1S,2R,3S)-2-bromo-1-ethyl-3-methylcyclohexane with ethanolic KOH gives (S)-1-ethyl-3-methylcyclohex-1-ene. In this reaction, a molecule of HBr is lost to form carbon carbon double bond.

As the H and Br should be anti to each other in elimination reaction so the product formed is as shown.

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