JEE Main On 16 April 2018 Question 8
Question: Which of the following compounds will most readily be dehydrated to give alkene under acidic condition? [JEE Main 16-4-2018]
Options:
A) 2-Hydroxycyclopentanone
B) 1-Pentanol
C) 3-Hydroxypentan-2-one
D) 4-Hydroxypentan-2-one
Show Answer
Answer:
Correct Answer: C , D
Solution:
3-Hydroxypentan-2-one and 4-Hydroxypentan-2-one will most readily be dehydrated to give alkene under acidic condition.
This will lead to formation of $ \alpha -\beta $ unsaturated ketone.
Note: Dehydration of 2-Hydroxycyclopentanone will lead to
C = C double bond in 5 member ring that will cause strain and product is less likely to be formed.
