1.

An acidic compound (A) , C_4H_8O_3 , loses its optical activity on strong heating yielding (B), C_4H_6O_2 , which reacts readily with KMnO_4 . (B) forms a derivative (C) with SOCI_2, which on reaction with (CH_3)_2 NH gives (D). The compound (A) on oxidation with dilute chromic acid gives an unstable compound (E) which decarboxylates readily to give (F), C_3H_6O. The compound (F) gives a hydrocarbon (G) on treatment with amalgamated Zn and HCI. Give structures of (A) to (G) with proper reasoning.

Answer»

Solution :The compound (A) is an acid and OPTICAL active.It possesses an ASYMMETRIC carbon and a carboxylic group. The structure of (A) may be,

THUS,(A) is `CH_3CHOHCH_2COOH`.

`underset((B))(CH_3CH=CHOOH)overset(SOCI_2)toCH_3CHunderset((C))(=)CHCOCIoverset((CH_3)_2NH)toCH_3CH=underset((D))(CHCON(CH_3)_2)`


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