2-hydroxypyridine

2-Hydroxypyridine is an organic compound with the formula C5H5NO. It is a colorless solid that is used as a chelating agent and a precursor to other organic compounds. It is derived from pyridine through the process of hydroxylation.

Structure and Properties

2-Hydroxypyridine is a heterocyclic compound that consists of a six-membered ring containing five carbon atoms and one nitrogen atom. The second position on the ring is occupied by a hydroxyl group (-OH), hence the name 2-hydroxypyridine. This compound is a tautomer of pyridone, which means it can readily convert into its tautomeric form under certain conditions.

The presence of the hydroxyl group makes 2-hydroxypyridine a polar molecule, which results in it having a higher boiling point and being more soluble in water compared to pyridine. It also has the ability to form hydrogen bonds, which can affect its chemical behavior.

Synthesis

2-Hydroxypyridine can be synthesized from pyridine using a process known as hydroxylation. This involves the addition of a hydroxyl group to the pyridine molecule, typically using an oxidizing agent such as hydrogen peroxide.

Applications

2-Hydroxypyridine is primarily used as a chelating agent, which means it can form multiple bonds with a single metal ion. This makes it useful in a variety of applications, including water treatment, metal extraction, and the preparation of certain types of catalysts.

In addition, 2-hydroxypyridine serves as a precursor to other organic compounds. For example, it can be used to produce pyridine N-oxides, which are used in a variety of chemical reactions.

Safety

Like many organic compounds, 2-hydroxypyridine should be handled with care. It can cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.

See Also

• Pyridine
• Hydroxylation
• Chelation