VITEEE 2012 Paper

(a) Benzoin condensation : Heating ethanolic solution with strong alkali like KCN or NaCN, benzoin is obtained
2C6H5 -

O ||

C

- H

CN−

→

C6H5−

O ||

C

-

C

| OH

H - C6H5 (Benzoin)
(b) Formation of phenolphthalein phenol is treated with phthalic anhydride in the presence of cone. H2SO4, it gives phenolphthalein, an indicator.

(c) Fries rearrangement Phenyl benzoate heated with anhydrous AlCI3 in the presence of inert solvent gives ortho- and Para-hydroxybenzophenone. In this rearrangement, there is only a benzoyl group migration from the phenolic oxygen to an ortho-and para-position.

(d) Methylsalicylate

(A chief constituent of oil of wintergreen)