Test SeriesFree PYQsExamsPricing

JEE Main Chemistry question

ChemistryAlcohols, Phenols and EthersJEE Main

The correct order of ease of dehydration of the following is: I — cyclohexanol with a phenyl substituent (benzylic-type secondary cyclohexanol), II — cyclohexanol with a phenyl substituent at a different ring position, III — cyclohexanol (plain). **[WB-JEE 2006]**

Answer: (A)

Solution

Dehydration of an alcohol proceeds through a carbocation intermediate, and any ring position that allows the developing positive charge to be stabilised by resonance with a nearby phenyl ring undergoes dehydration fastest. Structure I places the

See the full step-by-step solution

Create a free account to read the complete working, and practise questions like this in a timed test.

Create a free account

Question ID VK-148429