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JEE PYQ: Aldehydes And Ketones Question 47

Question 47 - 2019 (12 Jan Shift 2)

CN + lactone compound $\xrightarrow{\text{(i) DIBAL-H, (ii) H}_3\text{O}^+}$ ?

(1). (CHO with lactone intact)

(2). (CH=NH with ring-opened ester)

(3). (CHO and OH (both CN and ester reduced to CHO))

(4). (CHO and ring-opened aldehyde)

Show Answer

Answer: (3)

Solution

DIBAL-H reduces CN to CHO and ester (lactone) to CHO/alcohol, giving hydroxy-aldehyde product.


Learning Progress: Step 47 of 49 in this series