PORPHINE

PORPHINE Basic information
Description History Chemical Synthesis
Product Name:PORPHINE
Synonyms:21H, 23H-PORPHINE;PORPHINE;porphin;PORPHYNE;21H,23H-Porphyrin;21,22-dihydroporphine;21,22-dihydroporphyrin;PORPHINE ISO 9001:2015 REACH
CAS:101-60-0
MF:C20H14N4
MW:310.35
EINECS:202-958-7
Product Categories:Porphyrins;Synthetic Porphyrins;organic building block
Mol File:101-60-0.mol
PORPHINE Structure
PORPHINE Chemical Properties
Melting point 360°C
Boiling point 440.52°C (rough estimate)
density 1.3360
refractive index 1.6400 (estimate)
storage temp. −20°C
EPA Substance Registry System21H,23H-Porphine (101-60-0)
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
PORPHINE Usage And Synthesis
DescriptionPorphine (also called porphin) is a planar aromatic heterocyclic compound with a 12-carbon outside ring and four embedded pyrrole rings. It is a dark red crystalline solid that is soluble in some polar solvents such as pyridine and dioxane. It can be heated to 360 ºC without melting. Porphine is the parent compound of a family of biologically and chemically relevant compounds called porphyrins. The potential of these compounds is enormous and it would be advantageous to use the porphine (porphyrin) unit as a building block for the synthesis of diverse porphyrin complexes with a wide range of applications.
HistoryPorphine was first prepared by German chemists Hans Fischer and Wilhelm Gleim in 1935. It is the parent structure of a large family of natural compounds called porphyrins, many of which are essential to life. Fischer was a 1930 Nobel Prize winner for his research on two porphyrins, heme (a constituent of hemoglobin) and chlorophyll. These porphyrins, like many others, contain a metal atom coordinated to the four nitrogen atoms.
Chemical SynthesisPorphine is the simplest porphyrin and represents the core macrocycle of naturally occurring and synthetic porphyrins. Low yields and expense, however, make the synthesis of porphine on a large scale impractical. Another challenge synthetic chemist's faced was the high insolubility of porphine. The apolar tetrapyrrolic ring structure of porphine means it is poorly soluble in most organic solvents and hardly water soluble. As a result of this almost all current chemical studies with porphyrins use the better soluble meso tetrasubstituted 2 or β-octasubstituted porphyrins.
DefinitionChEBI: Porphyrin is a member of porphyrins and a tetrapyrrole fundamental parent. It has a role as a metabolite.
COPROPORPHYRIN III DIHYDROCHLORIDE 23h-porphine-2,7,12,18-tetrapropanoicacid,3,8,13,17-tetramethyl-21tetram COPROPORPHYRIN I DIHYDROCHLORIDE HEMATOPORPHYRIN IX DIMETHYL ESTER PORPHINE ZINC 5,10,15,20-TETRA(4-PYRIDYL)-21 H,23 H-PORPHINE TETRAKIS(METHOCHLORIDE) DEUTEROPORPHYRIN IX DIHYDROCHLORIDE OOPORPYHRIN DIMETHYL ESTER TETRAKIS-(4-CARBOXYPHENYL)PORPHINE (TCPP) 21H,23H-Porphine, 2,3,7,8,12,13,17,18-octaethyl- 21H,23H-Porphine, 2,7,12,17-tetraethyl-3,8,13,18-tetramethyl-,3,8,13,18-Tetraethyl-2,7,12,17-tetramethyl-21H,23H-porphine TMPYP ZINC 29H,31H-TETRABENZO[B,G,L,Q]PORPHINE TPP TETRAKIS-(4-SULFOPHENYL)PORPHINE (TSPP) 21h,23h-porphine-2,7,12,17-tetrapropanoicacid,3,8,13,18-tetrakis(carboxymeth HEMATOPORPHYRIN HYDROCHLORIDE 21h,23h-porphine-2,18-dipropanoicacid,7,12-bis(1-hydroxyethyl)-3,8,13,17-t

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