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252883

Sigma-Aldrich

5,10,15,20-Tetrakis(4-methoxyphenyl)-21H,23H-porphine

Dye content 95 %

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About This Item

Empirical Formula (Hill Notation):
C48H38N4O4
CAS Number:
22112-78-3
Molecular Weight:
734.84
MDL number:
MFCD00012072
UNSPSC Code:
12171500
PubChem Substance ID:
24855247
NACRES:
NA.47

form

powder or crystals

Quality Level

100

composition

Dye content, 95%

λmax

424 nm
653 nm (2nd)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

COc1ccc(cc1)-c2c3ccc(n3)c(-c4ccc(OC)cc4)c5ccc([nH]5)c(-c6ccc(OC)cc6)c7ccc(n7)c(-c8ccc(OC)cc8)c9ccc2[nH]9

InChI

1S/C48H38N4O4/c1-53-33-13-5-29(6-14-33)45-37-21-23-39(49-37)46(30-7-15-34(54-2)16-8-30)41-25-27-43(51-41)48(32-11-19-36(56-4)20-12-32)44-28-26-42(52-44)47(40-24-22-38(45)50-40)31-9-17-35(55-3)18-10-31/h5-28,49,52H,1-4H3/b45-37-,45-38-,46-39-,46-41-,47-40-,47-42-,48-43-,48-44-

InChI key

PJOJZHHAECOAFH-PJEPRTEXSA-N

General description

5,10,15,20-Tetrakis(4-methoxyphenyl)-21H,23H-porphine is an achiral porphyrin derivative. It forms chiral supramolecular assemblies via spontaneous symmetry breaking at the air or water interface.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC2545
91197LJ
35996CJ
10296MH
00327HH

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M Belén Ballatore et al.
European journal of medicinal chemistry, 83, 685-694 (2014-07-11)
A covalently linked porphyrin-fullerene C60 dyad 5 was synthesized by 1,3-dipolar cycloaddition using 5-(4-formylphenyl)-10,15,20-tris[3-(N-ethylcarbazoyl)]porphyrin, N-methylglycine and fullerene C60. Methylation of 5 was used to obtain a cationic dyad 6. Spectroscopic properties were compared in toluene, N,N-dimethylformamide (DMF) and toluene/sodium bis(2-ethylhexyl)sulfosuccinate
Chirality amplification of porphyrin assemblies exclusively constructed from achiral porphyrin derivatives.
Chen P, et al.
ChemPhysChem, 7(11), 2419-2423 (2006)
Maximiliano L Agazzi et al.
Organic & biomolecular chemistry, 18(7), 1449-1461 (2020-02-07)
Chromophore-fullerene C60 hybrids possess interesting properties that enable them to act as heavy atom-free photosensitizers and reactive oxygen species (ROS) producers. Here, two new diketopyrrolopyrrole-C60 conjugates were efficiently synthesized and characterized. The conjugates show broadband absorption in the visible spectral

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