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JEE Main 20262 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
2 April
Shift
Evening Shift
Subject
Chemistry
Chapter
Hydrocarbons

JEE Main 2026 · 2 April · Evening Shift · Chemistry · Hydrocarbons

Identify compounds A and E in the following reaction sequence.

Identify compounds A and E in the following reaction sequence.
Identify compounds A and E in the following reaction sequence.

Options

  1. AMatch List - I with List - II. ( array l List - I (Carbohydrate) array array l List - II (Linkage Source) array (A)
  2. BMatch List - I with List - II. ( array l List - I (Carbohydrate) array array l List - II (Linkage Source) array (A)
  3. CMatch List - I with List - II. ( array l List - I (Carbohydrate) array array l List - II (Linkage Source) array (A)
  4. DMatch List - I with List - II. ( array l List - I (Carbohydrate) array array l List - II (Linkage Source) array (A)

Correct answer

B. Match List - I with List - II. ( array l List - I (Carbohydrate) array array l List - II (Linkage Source) array (A)

Step-by-step solution

The starting compound is 1-ethyl-4-nitrobenzene.

Reaction with Br2/AlBr3\text{Br}_2/\text{AlBr}_3 is an electrophilic aromatic substitution. The −C2H5-\text{C}_2\text{H}_5 group is activating and ortho/para-directing, while the −NO2-\text{NO}_2 group is deactivating and meta-directing. Both groups direct the incoming electrophile (Br+\text{Br}^+) to the position ortho to the −C2H5-\text{C}_2\text{H}_5 group. Thus, compound A is 2-bromo-1-ethyl-4-nitrobenzene.

Reaction with Sn/HCl\text{Sn}/\text{HCl} reduces the −NO2-\text{NO}_2 group to an −NH2-\text{NH}_2 group, forming compound B (4-amino-2-bromo-1-ethylbenzene).

Reaction with NaNO2/HCl\text{NaNO}_2/\text{HCl} at 273−278 K273-278\text{ K} converts the −NH2-\text{NH}_2 group into a diazonium salt, forming compound C (3-bromo-4-ethylbenzenediazonium chloride).

Reaction with ethanol (C2H5OH\text{C}_2\text{H}_5\text{OH}) reduces the diazonium group, replacing it with a hydrogen atom. This forms compound D (1-bromo-2-ethylbenzene).

Reaction with alkaline KMnO4\text{KMnO}_4 followed by acidic hydrolysis oxidizes the ethyl side chain (−C2H5-\text{C}_2\text{H}_5) to a carboxylic acid group (−COOH-\text{COOH}). The bromine atom remains unaffected. This forms compound E (2-bromobenzoic acid).

Answer: Identify compounds A and E in the following reaction sequence.
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