A hydrogen bond is an attraction between a hydrogen atom bonded to a very electronegative atom (nitrogen, oxygen or fluorine), which carries a marked , and a lone pair of another nitrogen, oxygen or fluorine atom, often on a neighbouring molecule. It is drawn as a dashed line, and the three atoms involved are nearly in a straight line.
Examples
Example 30.13 (Ethanol and propane)
Ethanol, (), and propane, (), have molecules of nearly the same size. Yet ethanol boils at and propane at . Ethanol molecules, with their group, form hydrogen bonds with one another; propane molecules cannot.
Example 30.16 (Three solids)
Sodium chloride, an ionic solid, melts at ; ice, held by hydrogen bonds, at ; solid methane, held only by van der Waals interactions between small molecules, far below .