Basics of Organic chemistry.
Chemistry
Level
4
Find the major product when 1-Bromo-2,3-dimethylcyclohexane is treated with alcoholic KOH.
Data Insufficient
1,6-Dimethylcyclohexene
1,2-Dimethylcyclohexene
No reaction
3,4-Dimethylcyclohexene
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1 solution
Surprised!!
The reaction of alkyl halide with alcoholic KOH goes via E2 mechanism. So for this elimination reaction ,bromine and hydrogen should be in anti postion. Since we dont know the configuration of the methyl adjacent to bromine , we cannot say if the zaitsev product is the major. If they are in syn positions then hydrogen will be taken by base from the other adjacent carbon , forming hofmann product.