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.