Discussion
An organic compound 'A' with the molecular formula C6H4NO2Br is treated with magnesium in dry ether gives an organometallic compound which on treated with CO2 (dry ice) and gives compound 'B'. 'B' on hydrolysis gives 'C'. The name of the products A and C are
Answer: C
A and C are 3-nitrobromobenzene and 3-nitrobenzoic acid.
A Grignard reagent made from an aryl bromide reacts with CO2, and hydrolysis of the product gives a carboxylic acid with COOH in place of the bromine. So the carbon skeleton and the position of the nitro group are kept: 3-nitrobromobenzene gives 3-nitrobenzoic acid.
This is the only option in which A and C correspond: 2-nitro or 2-bromoaniline cannot give terephthalic acid, the bromo acid would need the nitro group replaced, and 2-nitrobenzoic acid moves the nitro group. (In practice a nitro group reacts with Grignard reagents, so the route is idealised; the question tests the carboxylation step.)
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