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The order of the rate of \(\mathrm{S_N2}\) reactivity of the following compounds would be I: \(\mathrm{C_6H_5CH_2Br}\) (benzyl bromide) II: \(\mathrm{(C_6H_5)_2CHBr}\) (bromodiphenylmethane) III:…

Question and options

The order of the rate of SN2\mathrm{S_N2} reactivity of the following compounds would be
I: C6H5CH2Br\mathrm{C_6H_5CH_2Br} (benzyl bromide)
II: (C6H5)2CHBr\mathrm{(C_6H_5)_2CHBr} (bromodiphenylmethane)
III: C6H5CH(Br)CH3\mathrm{C_6H_5CH(Br)CH_3} (1-bromo-1-phenylethane)
Figure
  1. I > II > III
  2. III > II > I
  3. I > III > II
  4. II > III > I

Answer and explanation

Correct answer: C - I > III > II
I is primary benzyl bromide (least hindered, fastest SN2\mathrm{S_N2}), III is secondary 1-phenylethyl bromide, II is diphenylmethyl bromide (most hindered). Order I > III > II.

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