Toluene is treated with CrO2Cl2 in CS2 followed by H3O+ to give A. A is treated with CH3MgBr in ether and then H3O+ to give B. B is oxidised with PCC to give C. C is

JEE Advanced levelSingle correct optionDifficulty 3 of 3co035

Toluene is treated with $CrO X_{2} Cl X_{2}$ in $CS X_{2}$ followed by $H X_{3} O X^{+}$ to give A. A is treated with $CH X_{3} MgBr$ in ether and then $H X_{3} O X^{+}$ to give B. B is oxidised with PCC to give C. C is

A is benzaldehyde (Etard). Grignard addition gives the secondary alcohol B, 1-phenylethan-1-ol. PCC oxidises a secondary alcohol to a ketone, so C is

C X_{6} H X_{5} COCH X_{3}