Haloalkanes and Haloarenes - Result Question 45

####45. Which one is most reactive towards $S_N 1$ reaction?

(a) $C_6 H_5 CH(C_6 H_5) Br$

[2010]

(b) $C_6 H_5 CH(CH_3) Br$

(c) $C_6 H_5 C(CH_3)(C_6 H_5) Br$

(d) $C_6 H_5 CH_2 Br$

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Solution:

  1. (c) $S_N 1$ reactions involve the formation of carbocations, hence higher the stability of intermediate carbocation, more will be reactivity of the parent alkyl halide. The tertiary carbocation formed from (c) is stabilized by two phenyl groups and one methyl group, hence most stable.


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