JEE PYQ: Aldehydes And Ketones Question 2
Question 2 - 2021 (18 Mar Shift 2)
Cyclopentanone $\xrightarrow{\text{dil. NaOH}}$ “X” $\xrightarrow{\text{H}^+, \text{Heat}}$ “Y”
The products ‘X’ and ‘Y’ respectively are:
(1). (Hydroxycyclopentyl cyclopentanone and bicyclo compound (option 1))
(2). (Hydroxycyclopentyl cyclopentanone and spiro compound)
(3). (X = aldol product, Y = dehydration product (2-cyclopentylidenecyclopentan-1-one))
(4). (Hydroxycyclopentyl cyclopentanone and cyclopentylcyclopentanone)
Show Answer
Answer: (3)
Solution
Cyclopentanone undergoes aldol condensation with dil. NaOH. X = 2-(1-hydroxycyclopentyl)cyclopentan-1-one (aldol product). Heating with $\text{H}^+$ causes dehydration to give Y = $\alpha,\beta$-unsaturated ketone.
BETA
