The organic chloro compound, which shows complete stereochemical inversion during a $\mathrm{S}_{\mathrm{N}}…

The organic chloro compound, which shows complete stereochemical inversion during a $\mathrm{S}_{\mathrm{N}} 2$ reaction, is
  1. $\left(\mathrm{C}_2 \mathrm{H}_5\right)_2 \mathrm{CHCl}$
  2. $\left(\mathrm{CH}_3\right)_3 \mathrm{CCl}$
  3. $\left(\mathrm{CH}_3\right)_2 \mathrm{CHCl}$
  4. $\mathrm{CH}_3 \mathrm{Cl}$

Solution

For $\mathrm{S}_{\mathrm{N}} 2$ reaction, the $\mathrm{C}$ atom is least hindered towards the attack of nucleophile in the case of $\left(\mathrm{CH}_3 \mathrm{Cl}\right)$. Hence, (D) is the correct answer.

Asked in: JEE Main 2008

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