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Q.

Among the choices of alkyl bromide, the least reactive bromide in an $S_{N} 2$ reaction is

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a

1-bromopentane

b

2-bromo-2-methylbutane

c

1-bromo-3-methylbutane

d

1-bromo-2-methylbutane

answer is B.

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Detailed Solution

The order of reactivity of alkyl halides is 1^∘> 2^∘> 3^∘
The order of reactivity follows this particular order because, as the crowding of the actual C - X bond increases, the steric inhibition increases.
This decreases the reactivity in S_N2 reaction.
Therefore, the least active bromide is 2-bromo-2-methylbutane which is a 3^oalkyl halide, while 1-bromopentane, 1-bromo-3-methylbutane, and 1-bromo-2-methylbutane are 1^o alkyl halides.

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