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Which of the following compounds will un...

Which of the following compounds will undergo racemisation when solution of `KOH` hydroyses?

(ii) `CH_(3)CH_(2)CH_(2)CI`
(iii) `H_(3)C-overset(CH_(3))overset(|)(CH)-CH_(2)CI`

A

(i) and (ii)

B

(ii) and (iv)

C

(iii) and (iv)

D

(iv)

Text Solution

Verified by Experts

The correct Answer is:
D

Racemisation is possible provided hydroysis takes place through `S_(N)1` mechanism which is most favourable for allylic halides, benzylic halides, tertiay halides, followed by secondary halides.
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