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ExamsJEE AdvancedChemistry

Which of the following pairs of molecules can form intermolecular hydrogen bonds with each other?

  1. Triethyl acetamide and H2O
  2. Tertiary amine and ethanol
  3. Quinone and hydroquinone
  4. Ethylene glycol and triethyl phosphine

Correct answer: Triethyl acetamide and H2O

Solution

Triethyl acetamide contains a C=O group (H-bond acceptor) and water provides O-H (H-bond donor), so they can form intermolecular H-bonds. Tertiary amines have no N-H bond (no donor), so they cannot form H-bonds with ethanol in a meaningful intermolecular sense. Quinone has no O-H, and hydroquinone has O-H but quinone can only accept; however quinone lacks a suitable acceptor for hydroquinone's O-H? Actually quinone has C=O acceptors and hydroquinone has O-H donors — they CAN form H-bonds. Triethyl phosphine has no O-H/N-H.

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