JEE Main · 2021 · 17 Mar 2021 · Shift 2 · Compounds Containing Nitrogen

In the above reaction, the structural formula of (A), "X" and "Y" respectively are:

(A)(see structures)
A
B
(B)(see structures)
A
B
✓ Correct
(C)(see structures)
A
B
(D)(see structures)
A
B

Answer: (B)

Solution

The formula

C_{7} H_{7} N_{2} OCl

together with the methoxy-substituted ring in the product identifies the starting salt as 4-methoxybenzenediazonium chloride, obtained by diazotising 4-methoxyaniline. Ethanol reduces a diazonium salt rather than coupling with it: the ring carbon picks up hydrogen, the diazonium group leaves as nitrogen gas, the ethanol is oxidised at the carbinol carbon to acetaldehyde, and the chloride departs as hydrogen chloride.

C H_{3} O C_{6} H_{4} N_{2}^{+} C l^{-} + C_{2} H_{5} OH \to C H_{3} O C_{6} H_{5} + N_{2} + C H_{3} CHO + HCl

The diazonium salt is 4-methoxybenzenediazonium chloride, X is acetaldehyde and Y is hydrogen chloride.

JEE Main · 2021 · 17 Mar 2021 · Shift 2 · Single correct option

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JEE Main · 2021 · 17 Mar 2021 · Shift 2 · Compounds Containing Nitrogen

Solution

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