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Treatment of optically pure 2-bromobutane with NaOH generates2-butanol through n

ID: 76738 • Letter: T

Question

Treatment of optically pure 2-bromobutane with NaOH generates2-butanol through nucleophilic attack by the OH- ion.How would you experimentally determine if this reaction proceedsvia SN1 or SN2 mechanism? Please help, will rate lifesaver for correct answer andexplanation. Thanks! Treatment of optically pure 2-bromobutane with NaOH generates2-butanol through nucleophilic attack by the OH- ion.How would you experimentally determine if this reaction proceedsvia SN1 or SN2 mechanism? Please help, will rate lifesaver for correct answer andexplanation. Thanks!

Explanation / Answer

if the 2-bromobutane is straight chain compound then thecarbocation formed is stablized therefore it will followSn2 mechanism to form 2-butanol. Since, tertiary carbocation is formed during the reaction which ishighly stablized through hyperco.njugation effect.

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