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Unit I — Molecular Polarity · Fajan's Rules & Hydrogen Bonding

Hydrogen Bonding

CompleteFundamentals of Chemistry

An especially strong dipole-dipole attraction between H bonded to N, O or F and a lone pair of an electronegative atom.

Full notes

Definition: Hydrogen bonding is the electrostatic attraction between a hydrogen atom attached to a strongly electronegative atom (N, O, F) and a lone pair of another electronegative atom.

1. Why only N, O, F?

These elements are small and highly electronegative. The X–H bond becomes strongly polar; the bare H⁺-like δ+ end can approach lone pairs closely, making the bond unusually strong (10–40 kJ/mol).

2. Types of hydrogen bonds

  • Intermolecular: between molecules — water, HF, alcohols (causes high boiling points).
  • Intramolecular: within one molecule — o-nitrophenol, salicylic acid (chelation, often cyclic).

3. Consequences

  • High boiling point of water (100°C) vs H₂S (−60°C).
  • Ice is less dense than water (open hexagonal cage).
  • DNA double helix — H-bonds between base pairs.
  • Protein folding — H-bonds in α-helix and β-sheet.
  • o-nitrophenol is less soluble in water than p-nitrophenol (intramolecular H-bonding in o- blocks water interaction).
Note: Exam point: 'water has a higher boiling point than H₂S despite lower molar mass' is the classic question — answer with intermolecular H-bonding.

Exam notes

H-bond = strong dipole-dipole force (X–H···Y, X/Y = N, O, F). Intermolecular (raises b.p.) vs intramolecular (chelation).

  • H₂O b.p. 100°C vs H₂S −60°C
  • Ice less dense than water
  • DNA base pairing
  • o-cresol < p-cresol in water solubility (intramolecular vs intermolecular)

Important points

  • H-bond energies are much lower than covalent bonds but dominate physical properties.

Common mistakes

  • Writing 'H₂S shows strong H-bonding' — S is not small/electronegative enough.
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