2,3-Diphenylbutane-2,3-diol, CH3-C(OH)(C6H5)-C(OH)(C6H5)-CH3, is treated with dilute acid. Which statements are correct?

The first-formed carbocation is tertiary and benzylic

Phenyl migrates in preference to methyl

The product gives a yellow precipitate with I2/NaOH

The first-formed carbocation is tertiary and benzylic

Phenyl migrates in preference to methyl

The product gives a yellow precipitate with I2/NaOH

The major product is 2-methyl-1,2-diphenylpropan-1-one

JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap199

2,3-Diphenylbutane-2,3-diol, $CH X_{3} - C (OH) (C X_{6} H X_{5}) - C (OH) (C X_{6} H X_{5}) - CH X_{3}$ , is treated with dilute acid. Which statements are correct?

Loss of water gives

CH X_{3} - C X^{+} (C X_{6} H X_{5}) - C (OH) (C X_{6} H X_{5}) CH X_{3}

, tertiary and benzylic. Phenyl has the higher migratory aptitude, so the product is

CH X_{3} - CO - C (CH X_{3}) (C X_{6} H X_{5}) X_{2}

, 3,3-diphenylbutan-2-one. It contains

CH X_{3} CO X^{-}

so it gives iodoform. The methyl-shift product, 2-methyl-1,2-diphenylpropan-1-one, is the minor one.