Aniline is treated with (i) (CH3CO)2O / pyridine to give P; (ii) Br2 in ethanoic acid (1 equiv.) to give Q; (iii) aqueous NaOH, heat, to give R. R is

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JEE Advanced levelSingle correct optionDifficulty 3 of 3nc105

Aniline is treated with (i) $(CH X_{3} CO) X_{2} O$ / pyridine to give P; (ii) $Br X_{2}$ in ethanoic acid (1 equiv.) to give Q; (iii) aqueous $NaOH$ , heat, to give R. R is

A2,4,6-tribromoaniline
B3-bromoaniline
C4-bromoaniline
D4-bromoacetanilide

Answer: C

P is acetanilide; its acetamido group is only moderately activating and bulky, so one bromine enters para, giving Q = 4-bromoacetanilide. Alkaline hydrolysis removes the acetyl group, giving 4-bromoaniline (R). Tribromination needs free aniline with bromine water, and the meta isomer is not formed.

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Aniline is treated with (i) (CHX3​CO)X2​O / pyridine to give P; (ii) BrX2​ in ethanoic acid (1 equiv.) to give Q; (iii) aqueous NaOH, heat, to give R. R is

Answer: C

More questions on Nitrobenzene and aniline chemistry

Aniline is treated with (i) $(CH X_{3} CO) X_{2} O$ / pyridine to give P; (ii) $Br X_{2}$ in ethanoic acid (1 equiv.) to give Q; (iii) aqueous $NaOH$ , heat, to give R. R is