JEE Main levelSingle correct optionDifficulty 2 of 3ro116
One equivalent of HX2 is added to 4-phenylbut-3-en-2-one, CX6HX5−CH=CH−CO−CHX3, over Pd-C at 1 atm and room temperature. The major product is
A4-cyclohexylbutan-2-one
B4-phenylbutan-2-one
C4-phenylbutan-2-ol
D4-phenylbut-3-en-2-ol
Answer: B
Under mild Pd-C hydrogenation the conjugated C=C is reduced much faster than the ketone or the benzene ring. One equivalent of HX2 therefore saturates only the double bond to give CX6HX5−CHX2CHX2−CO−CHX3, 4-phenylbutan-2-one.