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Q.

The organic chloro compound, which shows complete stereochemical inversion during an SN2 reaction, is

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a

(C2H5)2CHCl

b

(CH3)2CHCl

c

(CH3)3CCl

d

CH3Cl

answer is C.

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Detailed Solution

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  • In SN2 reactions, the nucleophile attacks from the backside resulting in the inversion of molecule. 
  • As we move from 1° alkyl halide to 3° alkyl halide, the crowding increases hindering the approaching nucleophile and at the same time, +I effect increases.
  • This causes the carbon-bearing halogen less positively polarized. 
  • So, it is less readily attacked by the nucleophile.
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