Question

A mono-substituted aromatic compound P decolourizes bromine water, gives a purple red colour with aqueous FeCl$_3$ and is also soluble in aqueous NaOHCompound P undergoes acetylation with reagent Q in the presence of a base to give R as the major productReagent Q displays two characteristic bands at 1830 cm$^{-1}$ and 1750 cm$^{-1}$ in its IR spectrumP, Q and R are

• A. A
• B. B
• C. C
• D. D

Hint:

FeCl$_3$ colour test and NaOH solubility strongly indicate phenolAcid anhydrides show two carbonyl IR bands near 1830 cm$^{-1}$ and 1750 cm$^{-1}$

Answer 1

The Correct Option is C

Step 1: Identify P from the tests.
P decolourises bromine water, gives a colour with neutral ferric chloride and dissolves in sodium hydroxide. These three tests together point to a phenol.

Step 2: Identify Q from the IR.
Two carbonyl bands near 1830 and 1750 wavenumbers are typical of an acid anhydride, so Q is acetic anhydride.

Step 3: Form R.
Phenol with acetic anhydride and base is acetylated to give phenyl acetate.

Step 4: Answer.
\[ \boxed{\text{C}} \]