JEE Advanced · 2023 · 04 Jun 2023 · Paper 2 · Compounds Containing Nitrogen

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A trinitro compound, 1, 3,5 tris-(4-nitrophenyl) benzene, on complete reaction with an excess of gives major product, which on treatment with an excess of at provides P as the product. P, upon treatment with excess of at room temperature, gives the product . Bromination of in aqueous medium furnishes the product . The compound upon treatment with an excess of phenol under basic conditions gives the product S.

The molar mass difference between compounds and is and between compounds and is .

The total number of carbon atoms and heteroatoms present in one molecule of is ____.
[Use: Molar mass in ]:
Atoms other than C and H are considered as heteroatoms

Answer: 51

Solution

From the previous analysis:
  • P is the tris-diazonium salt.
  • Treatment with phenol under basic conditions gives azo coupling product S.

Each diazonium group couples with one phenol molecule to form an azo linkage ().

Structure of S:
  • Central benzene ring: 6 C
  • Three phenyl rings (from original compound): 3 × 6 = 18 C
  • Three phenol rings (from coupling): 3 × 6 = 18 C
  • Total C atoms: 6 + 18 + 18 = 42 C

Heteroatoms:
  • 6 N atoms (from three azo groups: )
  • 3 O atoms (from three phenolic OH groups)
  • Total heteroatoms: 9

Total C + heteroatoms = 42 + 9 = 51

JEE Advanced · 2023 · 04 Jun 2023 · Paper 2 · Numerical answer

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