JEE Main201815 Apr 2018Evening ShiftChemistryGeneral Organic ChemistryActual
On the treatment of the following compound with a strong acid, the most susceptible site for bond cleavage is:
Options
- AO 2- C 3
- BO5-C6
- CC 4- O 5
- DC 1- O 2
Correct answer
B. O5-C6
Step-by-step solution
The lone pair of electrons on O 2 is involved in resonance with C = C . Hence O 2 will not be protonated. The lone pair of electrons on O5 is not involved in resonance with C = C . Hence, O5 will be protonated. Chloride ion will then attack least substituted C atom (C6)