Alkyl Halides - Result Question 21

####21. In $S _N 2$ reactions, the correct order of reactivity for the following compounds $CH _3 Cl, CH _3 CH _2 Cl,\left(CH _3\right) _2 CHCl$ and $\left(CH _3\right) _3 CCl$ is

(2014 Main)

(a) $CH _3 Cl>\left(CH _3\right) _2 CHCl>CH _3 CH _2 Cl>\left(CH _3\right) _3 CCl$

(b) $CH _3 Cl>CH _3 CH _2 Cl>\left(CH _3\right) _2 CHCl>\left(CH _3\right) _3 CCl$

(c) $CH _3 CH _2 Cl>CH _3 Cl>\left(CH _3\right) _2 CHCl>\left(CH _3\right) _3 CCl$

(d) $\left(CH _3\right) _2 CHCl>CH _3 CH _2 Cl>CH _3 Cl>\left(CH _3\right) _3 CCl$

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Solution:

  1. Steric hindrance (crowding) is the basis of $S _N 2$ reaction, by using which we can arrange the reactant in correct order of their reactivity towards $S _N 2$ reaction.

$$ \text { Rate of } S _N 2 \propto \frac{1}{\text { Steric crowding of ‘C’ }} $$

As steric hinderance (crowding) increases, rate of $S _N 2$ reaction decreases.

Primary
halides
$\left(1^{\circ}\right)$
{f3feaa03d-5538-4249-94ff-c7927749e256}Secondary
halides
$\left(2^{\circ}\right)$

Note The order of reactivity towards $S _N 2$ reaction for alkyl halides is



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