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Q. $(R)-2-$ bromobutane upon treatment with aq. $NaOH$ gives

KVPYKVPY 2012Haloalkanes and Haloarenes

Solution:

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As $(R) 2$-bromobutane is a $3^{\circ}$ halide, so it will undergo $S _{ N } 1$ mechanism. As it is optically active alkyl halide and follows $S _{ N } 1$ mechanism, it is accompanied by racemisation. Thus, it will give both $R$ and $S$ products.