JEE MainChemistryAmines
When benzenediazonium chloride is treated with p -cresol in an alkaline medium, the major product formed is:
Options
- A5-hydroxy-2-methylazobenzene
- B2-hydroxy-5-methylazobenzene
- C4-hydroxyazobenzene
- Dp -tolyl phenyldiazenyl ether
Correct answer
B. 2-hydroxy-5-methylazobenzene
Step-by-step solution
Azo coupling is an electrophilic aromatic substitution where the diazonium ion acts as a weak electrophile. It requires a highly activated aromatic ring to react. In p -cresol (4-methylphenol), there are two substituents on the benzene ring: an - OH group and a - CH ₃ group. Both are activating and ortho/para directing, but the - OH group is a much stronger activating group than the - CH ₃ group. Therefore, the - OH group dictates the regiochemistry of the incoming electrophile. The position para to the - OH group