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NEET levelSingle correct optionDifficulty 1 of 3o4076

In which of the following is the substitution product expected to be the major product?

A2-bromo-2-methylpropane with $(CH X_{3}) X_{3} COK$ in $(CH X_{3}) X_{3} COH$
B3-bromo-3-methylpentane with alcoholic KOH
C1-bromobutane with $NaCN$ in DMSO
D2-bromo-2-methylpropane with $NaOEt$ in ethanol

Answer: C

A primary halide with a weakly basic, strongly nucleophilic anion in a polar aprotic solvent undergoes SN2 and gives butanenitrile. The other three combinations pair a tertiary halide with a strong base, so E2 elimination dominates.

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