An organic compound (A) of molecular formula C_2H_6O on reaction with conc. H_2SO_4 at 443 K gives an unsaturated hydrocarbon (B). (B) on reaction with Baeyer's reagent produces (C) of molecular formula C_2H_6O_2. (C )on reaction with anhydrous ZnCl_2 produces (D) of molecular formula C_2H_4O. (D) reduces Tollen's reagent. Identify A,B, C and D, and explain the reactions involved.

An organic compound (A) of molecular formula C_2H_6O on reaction with

1.	An organic compound (A) of molecular formula C_2H_6O on reaction with conc. H_2SO_4 at 443 K gives an unsaturated hydrocarbon (B). (B) on reaction with Baeyer's reagent produces (C) of molecular formula C_2H_6O_2. (C )on reaction with anhydrous ZnCl_2 produces (D) of molecular formula C_2H_4O. (D) reduces Tollen's reagent. Identify A,B, C and D, and explain the reactions involved.
Answer» SOLUTION :(i) An organic COMPOUND (A) reacts with Conc. `H_2SO_4` at 443 K produces ethane by intermolecular dehydration. So, (A) is ethanol - `CH_3 CH_2OH`. `underset("Ethanol(A)")(CH_3-CH_2OH)underset(443K)OVERSET(conc.H_2SO_4)tounderset("Ethene"(B))(CH_2=CH_2) + H_2O` Ethene on reaction with Baeyer.s reagent (cold, dilute alkaline `KMnO_4`) produces ethylene glycol as product (C). `CH_2 =CH_2 underset("alkaline"KMnO_4)overset("cold,dilute")tounderset("ETHYLEN glycol(C)"){:(CH_2OH),(\|),(CH_2OH):}` (iii) Ethylene glycol on reaction with anhydrous ZnCl, dehydration and tautomerisation take place to give aetaldehyde as product (D). `underset(""CH_2OH)overset(""CH_2OH)(\|)underset(-H_2O)overset("anhydrous"ZnCl_3)to[underset(CH-OH)overset(CH_2)(\|\|)]overset("Tautomerisation")tounderset("Acetaldehyde(D)")(CH_3-CHO)`