“Octaethylporphyrin”的意思、由来-开放百科全书

词条

Octaethylporphyrin

释义

References

{{Chembox
| ImageFile = H2octaethylporphyrin.png
| ImageSize =
| ImageAlt =
| IUPACName =
| OtherNames = 2,3,7,8,12,13,17,18-Octaethyl-21H,23H-porphine
|Section1={{Chembox Identifiers
| CASNo = 2683-82-1
| EINECS = 220-243-8
| ChemSpiderID = 10445887
| 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
| StdInChI = 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-
| StdInChIKey = HCIIFBHDBOCSAF-MUZKIALCSA-N
| ChEBI = 52183}}
|Section2={{Chembox Properties
| C=36|H=46|N=4
| MolarMass =
| Appearance = purple solid
| Density =
| MeltingPt =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}

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.^[1] 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.^[2]

References

1. ^{{cite journal |author1=Chang, C. K. |author2=DiNello, R. K. |author3 =Dolphin, D.| journal = Inorg. Synth. | title = Iron Porphines | year = 1980 | volume = 20 | pages = 147 | doi = 10.1002/9780470132517.ch35}}
2. ^{{cite journal|title=3,4-Diethylpyrrole and 2,3,7,8,12,13,17,18-Octaethylporphyrin|author1=Jonathan L. Sessler|author2=Azadeh Mozaffari|author3=Martin R. Johnson|journal=Org. Synth.|year=1992|volume=70|page=68|doi=10.15227/orgsyn.070.0068}}

1 : Porphyrins

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