JEE Main2018ChemistryAlcohols Phenols and EthersActual
Which of the following compounds will most readily be dehydrated to give alkene under acidic condition?
Options
- A4 - Hydroxypentan - 2-one
- B3- Hydroxypentan-2-one
- C1-Pentanol
- D2-Hydroxycyclopentanone
Correct answer
A. 4 - Hydroxypentan - 2-one
Step-by-step 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 α−β unsaturated ketone (conjugated system). But out of both 4-Hydroxypentan-2-one will most readily dehydrate to give alkene under acidic condition since the carbocation formed will be more stable than in the case of 3-Hydroxypentan-2-one. Dehydration of 2-Hydroxycyclopentanone will lead to C=C double bond in 5 member ring that will cause strain and p