JEE Main 202622 JanuaryMorning Shift
- Exam
- JEE Main
- Year
- 2026
- Date
- 22 January
- Shift
- Morning Shift
- Subject
- Chemistry
- Chapter
- Amines
JEE Main 2026 · 22 January · Morning Shift · Chemistry · Amines
' A ' is a neutral organic compound ( M. F: C_ 8 H_ 9 ON ). On...
' A ' is a neutral organic compound (). On treatment with aqueous , ' A ' forms a compound ' B ' which is soluble in dilute acid. ' B ' on treatment with aqueous \left(0-5^{\circ} \mathrm{C}\right)\mathrm{CuCN} / \mathrm{NaCN}\mathrm{KMnO}_{4}FF ' contains two different types of hydrogen atoms. The structure of ' A ' is







Options
- A

- B

- C

- D

Correct answer
C. 
Step-by-step solution
Compound A undergoes bromination with aqueous Br₂/HO⁻ to form B, which is soluble in dilute acid, indicating an amino group is present.
B undergoes diazotization with NaNO₂/HCl at 0-5°C to form diazonium compound C.
The diazonium compound is then treated with CaCN/NaOH to form nitrile compound D.
Hydrolysis of D produces carboxylic acid E.
When A is treated with acidified KMnO₄, it produces F containing two different types of hydrogen atoms.
This reaction sequence is characteristic of anthranilic acid (2-aminobenzoic acid), where the amino group directs bromination to the para position, and subsequent reactions proceed through the diazonium intermediate.
The structure shown in option (3), which is 2-aminobenzoic acid, fits all these transformations.
B undergoes diazotization with NaNO₂/HCl at 0-5°C to form diazonium compound C.
The diazonium compound is then treated with CaCN/NaOH to form nitrile compound D.
Hydrolysis of D produces carboxylic acid E.
When A is treated with acidified KMnO₄, it produces F containing two different types of hydrogen atoms.
This reaction sequence is characteristic of anthranilic acid (2-aminobenzoic acid), where the amino group directs bromination to the para position, and subsequent reactions proceed through the diazonium intermediate.
The structure shown in option (3), which is 2-aminobenzoic acid, fits all these transformations.