Anorganic compound (A) having molecular formula `C_9H_10O` forms an orange red precipitate (B) with 2,4-DNP reagent. Compound (A) gives a yellow precipitate (C) When heated in the presence of iodine and NaOH alongwith a colourless compound (D). (A) does not reduce Tollens' reagent or Fehling solution nor does it decolourise bromine water. On drastic oxidation of (A) with chromic acid, a carboxylic acid (E) of molecular formula `C_7H_6O_2` is formed. Deduce the structures of the organic compounds (A) to (E ).

Explanation

To deduce the structures of the organic compounds (A) to (E) based on the given information, we will follow a systematic approach.

### Step 1: Analyze the Molecular Formula of Compound A
- Given the molecular formula of compound (A) is C₉H₁₀O.
- The presence of one oxygen atom suggests that it could be a ketone or an alcohol, but since it does not reduce Tollens' reagent or Fehling's solution, it is likely a ketone.

### Step 2: Identify Compound A
- Since compound (A) gives an orange-red precipitate (B) with 2,4-DNP reagent, it indicates that (A) is a carbonyl compound (likely a ketone).
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