1,10-Phenanthroline

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1,10-Phenanthroline

Chemical structure of 1,10-Phenanthroline
Sample of 1,10-Phenanthroline

1,10-Phenanthroline is an organic compound with the formula C12H8N2. It is a heterocyclic compound that is widely used as a ligand in coordination chemistry.

Structure and Properties

1,10-Phenanthroline is a planar molecule with a rigid structure. It consists of three fused benzene rings, two of which contain nitrogen atoms at the 1 and 10 positions, forming a bidentate ligand. This structure allows it to chelate metal ions effectively.

Synthesis

1,10-Phenanthroline can be synthesized through the Skraup synthesis, which involves the condensation of o-phenylenediamine with glycerol in the presence of sulfuric acid and an oxidizing agent such as nitrobenzene.

Applications

1,10-Phenanthroline is primarily used as a ligand in coordination chemistry. It forms stable complexes with many metal ions, including iron, copper, and nickel. These complexes are often used in analytical chemistry for the determination of metal ion concentrations.

Analytical Chemistry

In analytical chemistry, 1,10-phenanthroline is used as a reagent for the colorimetric determination of iron. The iron(II) complex, known as ferroin, is intensely colored and can be used to measure iron concentrations in various samples.

Biological Studies

1,10-Phenanthroline and its derivatives are also used in biological studies. They can act as inhibitors of metalloproteins by chelating the metal ions required for enzymatic activity.

Safety

1,10-Phenanthroline should be handled with care, as it can be harmful if ingested or inhaled. It may also cause skin and eye irritation.

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Contributors: Prab R. Tumpati, MD