JEE Main levelSingle correct optionDifficulty 2 of 3ro006
Propyl benzyl ether, CX6HX5CHX2−O−CHX2CHX2CHX3, is stirred with HX2 and Pd-C. The organic products are
Abenzyl alcohol and propane
Bbenzaldehyde and propan-1-ol
Ccyclohexylmethyl propyl ether
Dtoluene and propan-1-ol
Answer: D
Benzylic C-O bonds undergo hydrogenolysis over Pd-C. The CX6HX5CHX2−O bond breaks to give CX6HX5CHX3 (toluene) and HO−CHX2CHX2CHX3. The ring is not hydrogenated under these mild conditions.