Concept:
- Hydrogen bonding occurs when hydrogen is attached to a small, highly electronegative atom (fluorine, oxygen or nitrogen) that also carries a lone pair to attract hydrogen from a neighbouring molecule.
- A telltale sign of hydrogen bonding in a series of similar molecules is an abnormally high boiling point compared to what molecular mass alone would predict.
- Comparing actual boiling points, instead of only comparing electronegativity values, gives direct physical evidence for identifying the strongest hydrogen bonding.
Step 1: Note the trend expected from molecular mass alone.
Going from HCl to HBr to HI, molecular mass increases steadily, so van der Waals forces should increase and the boiling point should rise smoothly in that order: HCl < HBr < HI (roughly $-85^\circ C$, $-67^\circ C$, $-35^\circ C$).
Step 2: Compare this with the actual boiling point of HF.
Although HF has the smallest molecular mass of the four, it actually boils near $19$-$20^\circ C$, far higher than any of the heavier hydrogen halides listed above — a large positive deviation from the mass-based trend.
Step 3: Explain the deviation and identify the answer.
An unexpectedly high boiling point for the lightest molecule means extra energy is needed to pull HF molecules apart, which happens only if an attractive force stronger than plain van der Waals forces exists between them. That extra force is hydrogen bonding, made possible because fluorine is small and extremely electronegative. Among the four options, only HF shows this anomaly.
Final Answer: HF shows the maximum hydrogen bonding.