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Question

Chemistry Question on Haloalkanes and Haloarenes

In SN_N2 reactions, the correct order of reactivity for the following compounds CH3Cl,CH3CH2Cl,(CH3)2CHClCH_3Cl,CH_3CH_2Cl, (CH_3 )_2CHCl and (CH3)3CCl_3 )_3CCl is

A

CH3Cl>(CH3)2CHCl>CH3CH2Cl>(CH3)3CClCH_3Cl > (CH_3)_2CHCl > CH_3CH_2Cl > (CH_3)_3CCl

B

CH3Cl>CH3CH2Cl>(CH3)2CHCl>(CH3)3CClCH_3Cl > CH_3CH_2 Cl > (CH_3)_2 CHCl >(CH_3)_3CCl

C

CH3CH2Cl>CH3Cl>(CH3)2CHCl>(CH3)3CClCH_3CH_2Cl > CH_3Cl > (CH_3)_2CHCl > (CH_3)_3CCl

D

(CH3)2CHCl>CH3CH2Cl>CH3Cl>(CH3)3CCl(CH_3)_2CHCl > CH_3CH_2Cl > CH_3Cl > (CH_3)_3CCl

Answer

CH3Cl>CH3CH2Cl>(CH3)2CHCl>(CH3)3CClCH_3Cl > CH_3CH_2 Cl > (CH_3)_2 CHCl >(CH_3)_3CCl

Explanation

Solution

Rate of SN2S _{ N } 2 reaction depends on steric crowding of alkyl halide. So order is

CH3Cl>(CH3)CH2Cl>(CH3)2CHCl>(CH3)3CClCH _{3} Cl >\left( CH _{3}\right) CH _{2}- Cl >\left( CH _{3}\right)_{2} CH - Cl >\left( CH _{3}\right)_{3} CCl