CBSE Class 12 · 2016 · All India · Haloalkanes and HaloarenesVery Short Answer

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Which of the two reactions shown in the figure is S2, and why?
Structure Reaction (i)
Reaction (i)
Structure Reaction (ii)
Reaction (ii)

Solution

In an S2 reaction the nucleophile attacks from the side opposite the leaving group, so the configuration at the chiral carbon inverts (Walden inversion).
Of the two displayed reactions, reaction (i) gives the product of inverted configuration — hence \textbf{reaction (i) is S2}.
(Reaction (ii), proceeding with racemisation via a planar carbocation, is S1.)

CBSE Class 12 Board · 2016 · All India · Subjective

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