a) How can you obtain phenol from (i)cumene (ii) Benzene sulphonic acid (iii) Benzene diazonium chloride
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In this process, benzene sulfonic acid is reacted with aqueous sodium hydroxide. The resulting salt is mixed with solid sodium hydroxide and fused at a high temperature. The product of this reaction is sodium phenoxide, which is acidified with aqueous acid to yield phenol.
Cumene is air oxidized in presence of Cobalt naphthenate in alkaline medium to form cumene hydroperoxide ,which on heating in presence of dilute sulphuric acid form phenol along with acetone.
Mechanism:—
Cumene undergo oxidation by free radical mechanism to form cumene hydroperoxide.
Cumene hydroperoxide is protonated by acid,and then electron deficient oxygen containing intermediate is obtained. Phenyl group get shifted to the electron deficient oxygen.
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