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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3si246

For the compound shown (counting O-H as a signal), select all correct statements. Chemically equivalent hydrogens give one signal; ignore coupling and axial/equatorial differences.

  1. AIt gives 4 signals.
  2. BIts aromatic hydrogens give 2 signals.
  3. CMethylation of the phenolic O-H to gives a compound with 5 signals.
  4. DMononitration ortho to the OH group gives a product with 5 signals.

Answer: A, B, D

The compound shown is 4-hydroxybenzaldehyde: CHO, OH and two aromatic sets, 4 signals. Methylation gives 4-methoxybenzaldehyde with CHO, and two aromatic sets, 4 signals (not 5). Nitration ortho to OH gives 4-hydroxy-3-nitrobenzaldehyde with CHO, OH and three different aromatic H: 5 signals.
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