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Question

A compound C (molecular formula , C2H4O2 ) reacts with Na-metal to form a compound R and evolves a gas which burns with a pop sound. Compound C on treatement with an alcohol A in presence of an acid forms a sweet smelling compounds S (molecular formula C3H6O2). On addition of NaOH to C, it also gives R and water, S on treatement with NaOH solution gives back R and A.
Identify C, R, A, S and write down the reactions involved.

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Solution

As Compound C evolve a gas which burn with pop sound, i.e. the gas is CO2. Therefore, C is Ethanoic acid.
R- Sodium salt of ethanoic acid (sodium acetate) and gas evolved is hydrogen
A-Methanol
S-Ester (Methyl acetate)
(a) 2CH3COOH(c)+2Na2CH3COONa(R)+H2
(b) CH3COOH(c)Conc.H2SO4CH3COOCH3(s)+H2O
(c) CH3COOH(c)+NaOHConc.H2SO4CH3COONa(R)+H2O
(d) CH3COOCH3(c)+NaOHCH3COONa(R)+CH3OH(A)

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