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Intramolecular hydrogen bond is present in

  • A.phenol
  • B.o-nitrophenol
  • C.p-nitrophenol
  • D.o-cresol
  • E.p-cresol

Answer: B

Intramolecular hydrogen bonding is present in o-nitrophenol.

In the ortho isomer the -OH and -NO2 groups are next to each other, so the hydrogen of -OH can bond to an oxygen of the nitro group within the same molecule, forming a six-membered ring (chelation). This is why o-nitrophenol is steam volatile and has a lower boiling point than the para isomer.

In p-nitrophenol the groups are too far apart, so it forms intermolecular hydrogen bonds instead. Phenol and the cresols have no acceptor group next to the -OH.

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