Porphine or porphin is an organic compound of empirical formula C20H14N4. It is heterocyclic and aromatic. The molecule is a flat macrocycle, consisting of four pyrrole-like rings joined by four methine bridges, which makes it the simplest of the tetrapyrroles.

The nonpolar tetrapyrrolic ring structure of porphine means it is poorly soluble in most organic solvents and hardly water soluble. As a result, porphine is mostly of theoretical interest. It has been detected in GC-MS of certain fractions of Piper betle.

Porphine derivatives: porphyrins

Substituted derivatives of porphine are called porphyrins. Many porphyrins are found in nature with the dominant example being protoporphyrin IX. Many synthetic porphyrins are also known, including octaethylporphyrin and tetraphenylporphyrin.

  • Common porphyrins

Further reading

  • Budavari, Susan (1989). "7574. Porphine". The Merck Index (11th ed.). Merck & Co., Inc. p. 1210. ISBN 0-911910-28-X. LCCN 89-60001.

References


Porphine Molecule, Molecular Structures, Porphin, 3d Model, Structural

Freebase porphine with peripheral and meso positions. Download

mesoTetra (2fluorophenyl) porphine

(a) Porphine molecule with two possible positions of the substituents

Scheme 1. (Left), porphyrin (porphine); (right), porphycene. Download