Q. Primary alkyl halide (A) on reaction with alcoholic gives compound (B). Compound (B) is reacted with to give (C) which is an isomer of (A). When (A) is reacted with sodium metal, it gives compound (D), which is different from the compound formed when -butyl bromide is reacted with sodium. The compound (D) is

 1317  167 Haloalkanes and Haloarenes Report Error

Solution:

There can be only two primary alkyl bromides with molecular formula, . These are
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(A) must be isobutyl bromide as, when treated with sodium it gave a compound different than that produced by -butyl bromide, which reacts with sodium to give n-octane
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