JEE MAIN - Chemistry (2014 (Offline) - No. 16)
In SN2 reactions, the correct order of reactivity for the following compounds:
CH3Cl, CH3CH 2Cl, (CH3)2CHCl and (CH3)3CCl is:
CH3Cl, CH3CH 2Cl, (CH3)2CHCl and (CH3)3CCl is:
CH3CH2Cl > CH3Cl > (CH3)2CHCl > (CH3)3CCl
(CH3)2CHCl > CH3CH2Cl > CH3Cl > (CH3)3CCl
CH3Cl > (CH3)2CHCl > CH3CH2Cl > (CH3)3CCl
CH3Cl > CH3CH2Cl > (CH3)2CHCl > (CH3)3CCl
Explanation
Steric congestion around the carbon atom undergoing the inversion process will slow down the $${S_N}2$$ reaction, hence less congestion faster will the reaction. So, the order is
$$C{H_3}Cl > \left( {C{H_3}} \right)C{H_2} - Cl > $$
$$\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\left( {C{H_3}} \right)_2}CH - Cl > {\left( {C{H_3}} \right)_3}CCl$$
$$C{H_3}Cl > \left( {C{H_3}} \right)C{H_2} - Cl > $$
$$\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,{\left( {C{H_3}} \right)_2}CH - Cl > {\left( {C{H_3}} \right)_3}CCl$$
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