Question
Product C of the following reaction sequence will be
Product C of the following reaction sequence will be
B. 1, 3, 5-Tribromo-2-nitrobenzene
Aniline on reaction with bromine water gives 2,4,6-tribromoaniline (A) as the major product due to the strong activating nature of the - NH _2 group. Reaction of (A) with NaNO _2/ HCl at 273-278 K (diazotization) yields 2,4,6-tribromobenzenediazonium chloride (B). Treatment of (B) with HBF _4 forms 2,4,6-tribromobenzenediazonium fluoroborate. Heating this intermediate with NaNO _2 and Cu replaces the diazonium group with a nitro group, forming 2,4,6-tribromonitrobenzene (C). To assign the IUPAC name, we number the ring to give the lowest locant set to the substituents. The set (1, 2, 3, 5) is lower than (1, 2, 4, 6). Therefore, the nitro group is at position 2, and the bromo groups are at positions 1, 3, and 5. The correct IUPAC name is 1,3,5-tribromo-2-nitrobenzene. Answer: 1, 3, 5-Tribromo-2-nitrobenzene
Related: Chemistry — Amines · All PYQ Banks