Question

Match List-I with List-II 

Choose the correct answer from the options given below: 
 

• (A) - (III), (B) - (II), (C) - (IV), (D) - (I)
• (A) - (I), (B) - (II), (C) - (III), (D) - (IV)
• (A) - (I), (B) - (II), (C) - (IV), (D) - (III)
• (A) - (III), (B) - (IV), (C) - (I), (D) - (II)

Hint:

For diazonium salt reactions: \textbf{Sandmeyer} uses a cuprous \textbf{S}alt (CuX). \textbf{Gatterman} is the "poor man's Sandmeyer" and just uses copper powder. For oxidation of toluene: CrO\(_2\)Cl\(_2\) \(\rightarrow\) Etard reaction. For amide to amine degradation: Br\(_2\)/NaOH \(\rightarrow\) Hofmann Bromamide.

Answer 1

The Correct Option is A

Step 1: Understanding the Concept:
This question requires the identification of four classic named reactions in organic chemistry involving aromatic compounds.
Step 2: Detailed Explanation:
(A) The reaction shows a benzene diazonium chloride (formed from aniline, NaNO\(_2\)/HCl) reacting with Cu/HCl to form chlorobenzene. This specific reaction, using copper powder as a catalyst, is the Gatterman reaction. So, (A) matches with (III).
(B) This reaction is very similar to (A), but it uses a cuprous salt (Cu\(_2\)Cl\(_2\)/HCl) instead of copper powder. The conversion of a diazonium salt to a halobenzene using a cuprous halide is the Sandmeyer reaction. So, (B) matches with (II).
(C) This reaction shows the conversion of an amide (benzamide) to a primary amine (aniline) with one fewer carbon atom, using bromine and sodium hydroxide (Br\(_2\)/NaOH). This is the Hofmann Bromamide degradation reaction. So, (C) matches with (IV).
(D) This reaction shows the oxidation of a methyl group on an aromatic ring (toluene) to an aldehyde (benzaldehyde) using chromyl chloride (CrO\(_2\)Cl\(_2\)) in a non-polar solvent like CS\(_2\). This is the Etard reaction. So, (D) matches with (I).
Step 3: Final Answer:
The correct matching is: (A)-(III), (B)-(II), (C)-(IV), (D)-(I). This corresponds to option (1).