Q. 74.4( 25 Votes )

Which alkyl halide from the following pairs would you expect to react more rapidly by an SN2 mechanism? Explain your answer.

(i)

(ii)

(iii)

Answer :

In SN2 Reaction, the product will be formed in a single step with no intermediates. Nucleophile attack will be easier for simple halides than hindered haloalkanes. Therefore,


Because of this in SN2


i) Bromobutane (1°)reacts faster than 2-Bromobutane(2°)


ii) 2-Bromobutane(2°) reacts faster than 2-Bromo-2-methylpropane or tert-Butyl bromide (3°)


iii) 1-Bromo-3-methyl butane reacts faster than the 1-Bromo-2-methyl butane as the former is less hindered with respect to leaving halide than the later which is more hindered comparatively.


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