Cumene hydroperoxide, C6H5-C(CH3)2-O-OH, on treatment with dilute acid gives

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JEE Main levelSingle correct optionDifficulty 2 of 3ap120

Cumene hydroperoxide, $C X_{6} H X_{5} - C (CH X_{3}) X_{2} - O - OH$ , on treatment with dilute acid gives

Abenzaldehyde and ethanol
Bphenol and propanone
Cphenol and propanal
Dbenzoic acid and propan-2-ol

Answer: B

Acid protonates the terminal

O - OH

so that water leaves, and the phenyl group migrates from carbon to oxygen. The resulting cation is hydrolysed to phenol and propanone (acetone), the basis of the industrial cumene process.

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Cumene hydroperoxide, CX6​HX5​−C(CHX3​)X2​−O−OH, on treatment with dilute acid gives

Answer: B

More questions on Phenols: acidity, Kolbe, Reimer-Tiemann, electrophilic substitution

Cumene hydroperoxide, $C X_{6} H X_{5} - C (CH X_{3}) X_{2} - O - OH$ , on treatment with dilute acid gives