(i) What happens when (write chemical reactions only)
(a) Diethyl ether is treated with phosphorous pentachloride.
(b) Ethyl alcohol is treated with methyl magnesium bromide.
OR
(ii) An organic compound [A] having molecular formula C₆H₆O gives a characteristic colour with aqueous FeCl₃ solution. [A] on treatment with CO₂ and NaOH at 400K under pressure gives [B] which on acidification gives compound [C]. [C] reacts with acetyl chloride to give [D] which is a popular pain killer. Identify the compounds [A], [B], [C] and [D].

Solution

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