Carboxylic Acid and Acid DerivativesHard

Question

Which of the following undergoes haloform reaction ?
(i) CH3CH2 COCH2Cl        (ii) C6H5COCH3
(iii) C6H5COCHCl2             (iv) CH3CH2COCCl3

Options

A.only (ii)
B.(ii) and (iv)
C.(i), (ii) and (iv)
D.all the four

Solution

If we observe the haloform reaction carefully, we see that - COCH3 group is first halogented to the trihalo- COCX3 through monohalogeno ang dihalogeno compound. It is the - COCX3 patr which then undergoes nuclhilic adition. the produccy easily loses-CX3 since it is a very good leaving group.



Thus all compounds (I to IV)are ultimatelyconverted to CHCl3(chloroform).

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