Octaethylporphyrin

Octaethylporphyrin

Names
Other names 2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine
Identifiers
CAS Number	2683-82-1
3D model (JSmol)	Interactive image
ChEBI	CHEBI:52183
ChemSpider	10445887
EC Number	220-243-8
InChI InChI=1S/C36H46N4/c1-9-21-22(10-2)30-18-32-25(13-5)26(14-6)34(39-32)20-36-28(16-8)27(15-7)35(40-36)19-33-24(12-4)23(11-3)31(38-33)17-29(21)37-30/h17-20,37,40H,9-16H2,1-8H3/b29-17-,30-18-,31-17-,32-18-,33-19-,34-20-,35-19-,36-20- Key: HCIIFBHDBOCSAF-MUZKIALCSA-N
SMILES CCC1=C(C2=CC3=NC(=CC4=C(C(=C(N4)C=C5C(=C(C(=N5)C=C1N2)CC)CC)CC)CC)C(=C3CC)CC)CC
Properties
Chemical formula	C36H46N4
Molar mass	534.79 g·mol−1
Appearance	purple solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Octaethylporphyrin (H₂OEP) is an organic compound that is a relative of naturally occurring heme pigments. The compound is used in the preparation of models for the prosthetic group in heme proteins. It is a dark purple solid that is soluble in organic solvents. When treated with ferric chloride in hot acetic acid solution, it forms the square pyramidal complex Fe(OEP)Cl. It also forms the square planar complexes Ni(OEP) and Cu(OEP).

Unlike naturally occurring porphyrins, the conjugate base of H₂OEP has four-fold symmetry, which simplifies spectroscopic analysis. In contrast to tetraphenylporphyrin and related analogues, H2OEP features unprotected meso positions. In this way, it is a more accurate model for naturally occurring porphyrins.

H₂OEP is prepared by condensation of 3,4-diethylpyrrole with formaldehyde.