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.