Question:

Compound A from the following reaction sequence is 
 Br2 , C S 2 0 βˆ’ 5 Β° C 0 βˆ’ 5 Β° 𝐢 β†’ 𝐡 π‘Ÿ 2 , 𝐢 𝑆 2 B. N a N O 2 / H C l

Updated On: Mar 21, 2025
  • Benzoic acid
  • Salicylic Acid
  • Phenol
  • Aniline
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The Correct Option is D

Solution and Explanation

The given reaction sequence involves the following steps: 

1. Step 1 (Bromination): In the presence of bromine (\( \text{Br}_2 \)) and carbon disulfide (\( \text{CS}_2 \)) at low temperature (\( 0-5^\circ \text{C} \)), aniline (\( \text{C}_6\text{H}_5\text{NH}_2 \)) undergoes electrophilic substitution at the para and ortho positions. The product \( \text{A} \) is: \[ \text{A} = \text{2,4,6-tribromoaniline}. \] 

2. Step 2 (Diazotization): The tribromoaniline reacts with sodium nitrite (\( \text{NaNO}_2 \)) and hydrochloric acid (\( \text{HCl} \)) to form a diazonium salt \( \text{B} \) (\( \text{C}_6\text{H}_2\text{Br}_3\text{N}_2^+\text{Cl}^- \)). 

3. Step 3 (Reduction): The diazonium salt \( \text{B} \) undergoes reduction with hypophosphorous acid (\( \text{H}_3\text{PO}_2 \)) and heat (\( \Delta \)) to produce the final compound \( \text{C} \), which is: \[ \text{C} = \text{2,4,6-tribromobenzene}. \] Since the starting compound is aniline and it undergoes transformation into 2,4,6-tribromobenzene, the answer is: \[ \boxed{\text{Aniline (Option 4)}}. \]

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Concepts Used:

Alcohols, Phenols, and Ethers

Alcohol is formed when a saturated carbon atom bonds to a hydroxyl (-OH) group. It is an organic compound that contains a hydroxyl functional group attached to a carbon atom.

Phenol is formed when the -OH group replaces the hydrogen atom in benzene. It is an organic compound in which a hydroxyl group directly attaches to an aromatic hydrocarbon.

Ether is formed when oxygen atom bonds to two alkyl or aryl groups. It is an organic compound that has an oxygen atom that is connected to two aryl and alkyl groups.

Read More: Alcohol, Phenol, and Ethers