Tetraphenylporphyrin

Tetraphenylporphyrin
Lewis structure for meso-tetraphenylporphyrin
Ball-and-stick model of the tetraphenylporphyrin molecule
Names
IUPAC name
5,10,15,20-Tetraphenyl-21H,23H-porphyrin
Systematic IUPAC name
[12(2)Z,15(8)Z,35(4)Z,6(72)Z]-2,4,6,8-Tetraphenyl-11H,51H-1,3,5,7(2,5)-tetrapyrrolacyclooctaphane-12(2),15(8),35(4),6(72)-tetraene
Other names
5,10,15,20-Tetraphenylporphin, TPP, H2TPP
Identifiers
3D model (JSmol)
379542
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.011.842 Edit this at Wikidata
MeSH C509964
UNII
  • InChI=1S/C44H30N4/c1-5-13-29(14-6-1)41-33-21-23-35(45-33)42(30-15-7-2-8-16-30)37-25-27-39(47-37)44(32-19-11-4-12-20-32)40-28-26-38(48-40)43(31-17-9-3-10-18-31)36-24-22-34(41)46-36/h1-28,45,48H/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40- ☒N
    Key: YNHJECZULSZAQK-LWQDQPMZSA-N ☒N
  • InChI=1/C44H30N4/c1-5-13-29(14-6-1)41-33-21-23-35(45-33)42(30-15-7-2-8-16-30)37-25-27-39(47-37)44(32-19-11-4-12-20-32)40-28-26-38(48-40)43(31-17-9-3-10-18-31)36-24-22-34(41)46-36/h1-28,45,48H/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-
    Key: YNHJECZULSZAQK-LWQDQPMZBQ
  • C=9C=CC(C7=C1C=CC(=N1)C(C=2C=CC=CC=2)=C3C=CC(N3)=C(C=4C=CC=CC=4)C=5C=CC(N=5)=C(C=6C=CC=CC=6)C8=CC=C7N8)=CC=9
Properties
C44H30N4
Molar mass 614.74 g/mol
Appearance dark purple solid
Density 1.27 g/cm3
insoluble in water
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H312, H332
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetraphenylporphyrin, abbreviated TPP or H2TPP, is a synthetic heterocyclic compound that resembles naturally occurring porphyrins. Porphyrins are dyes and cofactors found in hemoglobin and cytochromes and are related to chlorophyll and vitamin B12. The study of naturally occurring porphyrins is complicated by their low symmetry and the presence of polar substituents. Tetraphenylporphyrin is hydrophobic, symmetrically substituted, and easily synthesized. The compound is a dark purple solid that dissolves in nonpolar organic solvents such as chloroform and benzene.