JEE Main Chemistry question

Chemistry Organic Oxidation & Reduction Reactions JEE Main

The correct decreasing order of reactivity towards hydrolysis of (i) C₆H₅COCl, (ii) *p*-O₂N–C₆H₄–COCl, (iii) *p*-CH₃–C₆H₄–COCl and (iv) *p*-OHC–C₆H₄–COCl is

(A)(i) > (ii) > (iii) > (iv)
(B)(iv) > (i) > (ii) > (iii)
(C)(ii) > (iv) > (i) > (iii)Correct
(D)(ii) > (iv) > (iii) > (i)

Answer: (C)

Solution

Hydrolysis of an aroyl chloride is accelerated by substituents that make the carbonyl carbon more electrophilic (electron-withdrawing groups) and slowed by substituents that donate electron density into the carbonyl by resonance. The

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Question ID VK-140289