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A tertiary alcohol H upon acid- catalyze...

A tertiary alcohol H upon acid- catalyzed dehydration gives a product I. Ozonolysis of to compounds J and K. Compound J upon reaction with KOH gives benzly alcohol and a compound L, whereas K on reaction with KOH gives only M.

The structures of compound J,K and L respectively , are

A

`PhCOCH_(3),PhCH_(2)COCH_(3)` and `PhCH_(2)COO^(-)K^(+)`

B

`PhCHO,PhCH_(2)CHO` and `PhCOO^(-)K^(+)`

C

`PhCOCH_(3),PhCH_(2)CHO` and `CH_(3)COO^(-)K^(+)`

D

`PhCHO,PhCOCH_(3)` and ` PhCOO^(-)K^(+)`

Text Solution

Verified by Experts

The correct Answer is:
(D)

`H=Ph-CH_(2)underset(CH_(3))underset(|)overset(OH)overset(|)(C)-Ph I=Ph-CH=underset(CH_(3))underset(|)(C)-Ph " " K=Ph-underset(O)underset(||)(C) -CH_(3)`
`underset((J))(Ph-CHO)overset(OH^(-))underset(("cannizaro reaction"))to underset((L))(Ph-CH_(2)OH+Ph-COO^(-)K^(+)`
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Knowledge Check

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    B
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  • A tertiary alcohol H upon acid- catalyzed dehydration gives a product I. Ozonolysis of to compounds J and K. Compound J upon reaction with KOH gives benzly alcohol and a compound L, whereas K on reaction with KOH gives only M. Compound H is formed by the reaction of

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    B
    C
    D