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Reimer Tiemann Reaction

a An organic ...

Question

(a) An organic compound (A) of molecular formula $C_{6} H_{6} O$ gives violet colour with neutral ferric chloride. Compound (A) when refluxed with $C H {C l}_{3}$ and $N a O H$ gives two isomers (B) and (C). Compound (A) when added ot diazomethane in alkaline medium gives an ether (D). Identify (A), (B), (C) and (D). Explain the reactions.

(b) Compound (A) is an orange red crystal and also a powerful oxidising agent. Compound (A) when treated with potassium chloride and concentrated sulphuric acid evolves coloured gas (B). When $K O H$ reacts with (A) an yellow solution of (C) is obtained. Identify (A), (B) and (C). Explain the reactions.

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Solution

The products and reactions are as shown in image.

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C_{6} H_{6} O

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C_{3} H_{6} O

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