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14527-51-6

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14527-51-6 Usage

Uses

meso-Tetra (4-Methylphenyl) Porphine is a synthetic tetra-tolylated porphyrin used for research.

Check Digit Verification of cas no

The CAS Registry Mumber 14527-51-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,5,2 and 7 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14527-51:
(7*1)+(6*4)+(5*5)+(4*2)+(3*7)+(2*5)+(1*1)=96
96 % 10 = 6
So 14527-51-6 is a valid CAS Registry Number.
InChI:InChI=1/C48H38N4/c1-29-5-13-33(14-6-29)45-37-21-23-39(49-37)46(34-15-7-30(2)8-16-34)41-25-27-43(51-41)48(36-19-11-32(4)12-20-36)44-28-26-42(52-44)47(40-24-22-38(45)50-40)35-17-9-31(3)10-18-35/h5-28,49-50H,1-4H3/b45-37-,45-38-,46-39-,46-41-,47-40-,47-42-,48-43-,48-44-

14527-51-6 Well-known Company Product Price

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  • TCI America

  • (T3063)  5,10,15,20-Tetrakis(p-tolyl)porphyrin  >98.0%(HPLC)(N)

  • 14527-51-6

  • 1g

  • 550.00CNY

  • Detail
  • TCI America

  • (T3063)  5,10,15,20-Tetrakis(p-tolyl)porphyrin  >98.0%(HPLC)(N)

  • 14527-51-6

  • 5g

  • 2,350.00CNY

  • Detail

14527-51-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,10,15,20-tetrakis(4-methylphenyl)-21,22-dihydroporphyrin

1.2 Other means of identification

Product number -
Other names 5,10,15,20-Tetra-p-tolyl-21H,23H-porphine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14527-51-6 SDS

14527-51-6Relevant articles and documents

Design and synthesis of porphyrins bearing catechols

Drexler, Cathy,Hosseini, Mir Wais,De Cian, Andre,Fischer, Jean

, p. 2993 - 2996 (1997)

The synthesis of meso-tetraarylporphyrines bearing 1-4 catechoylamid groups was achieved. Among the four new compounds prepared, the structure of the disubstituted ligand was elucidated in the solid state by an X-ray analysis.

Unexpected one-pot synthesis of A3-type unsymmetrical porphyrin

Mahmood, Mian Hr,Liu, Hai-Yang,Wang, Hua-Hua,Jiang, Yi-Yu,Chang

, p. 5853 - 5856 (2013)

The first direct synthesis of A3-type unsymmetrical porphyrin is achieved via conventional pyrrole-aldehyde condensation in a one-pot procedure in an appreciable yield. Generalization of this approach to a variety of other aldehydes revealed th

Tetraphenylporphyrin derivatives possessing piperidine group as potential agents for photodynamic therapy

Liao, Ping-Yong,Gao, Ying-Hua,Wang, Xin-Rong,Bao, Lei-Lei,Bian, Jun,Hu, Tai-Shan,Zheng, Mei-Zhen,Yan, Yi-Jia,Chen, Zhi-Long

, p. 213 - 219 (2016)

Photodynamic therapy (PDT) is a noninvasive therapeutic and promising procedure in cancer treatment and has attracted considerable attention in recent years. In the present paper, 2-piperidinetetraphenylporphyrin derivatives (P1–P3) conjugated with differ

Novel fullerene receptors based on calixarene-porphyrin conjugates

Ká?, Martin,Lang, Kamil,Stibor, Ivan,Lhoták, Pavel

, p. 477 - 481 (2007)

Several different synthetic approaches enabling a direct covalent connection between the meso-position of porphyrin and the upper rim of calix[4]arene have been studied. The best results were obtained via condensation of an excess of pyrrole and p-methylb

FSM-16: Recyclable Mesoporous Acid Promoter for meso-Tetraarylporphyrin Synthesis

Shinoda, Tomotaka,Izumi, Yusuke,Onaka, Makoto

, p. 1801 - 1802 (1995)

A new porous silicate, FSM-16 with a pore size of 2.8 nm in diameter is remarkably effective for meso-tetraarylporphyrin synthesis and can be used repeatedly without any efficiency loss after calcination at 500 deg C in air.

Synthesis of meso-furyl porphyrins with N4, N3S, N2S2 and N3O porphyrin cores

Gupta, Iti,Ravikanth, Mangalampalli

, p. 6131 - 6139 (2003)

A series of meso-furyl porphyrins with four different porphyrin cores (N4, N3S, N2S2 and N3O) were synthesized and characterized. The comparison of NMR, optical and fluorescence properties of meso-furyl porphyrins with porphyrins with six-membered aryl groups indicates that electronic properties of porphyrins were changed drastically on the introduction of furyl groups at meso positions. The maximum shifts in spectral bands were observed for meso-furyl porphyrins with N2S2 core. On protonation, the absorption bands of meso-furyl porphyrins were further red shifted. All these changes were ascribed to the possibility of more planarity of the meso-furyl porphyrins due to the small size of the furyl groups which results in extending the π-delocalisation of the porphyrin ring in to the furyl groups.

Synthesis and characterization of tetraarylporphyrins in the presence of nano-TiCl4·SiO2

Zamani, Leila,Mirjalili, Bi Bi Fatemeh

, p. 578 - 581 (2015)

[MediaObject not available: see fulltext.] Synthesis of tetraarylporphyrins by the coupling of an aromatic aldehyde and pyrrole using nano-TiCl4·SiO2 as mild, inexpensive, and highly efficient catalyst is studied in the present article.

Beneficial effects of salts on an acid-catalyzed condensation leading to porphyrin formation

Li, Feirong,Yang, Kexin,Tyhonas, John S.,MacCrum, Kristy A.,Lindsey, Jonathan S.

, p. 12339 - 12360 (1997)

Addition of one of a variety of salts to the room temperature, two-step, one flask reaction at 0.1 M forming tetraphenylporphyrin (TPP) gave yield increases of up to 2-fold. Among 21 insoluble salts, 12 gave increased yields, 6 had no effect, and 3 gave diminished yields. The salts that gave increases encompassed diverse cations but were restricted to the anions Cl-, Br-, I-, and Ph4B- while SO42-, F-, or BF4- did not give improved yields. All 7 soluble tetraalkylammonium or tetraphenylphosphonium salts (F-, Cl-, Ph4B-, PF6-, or HSO4- counterions) that were surveyed gave yield increases of > 1.5 fold. Thus a 10-1 M pyrrole-benzaldehyde condensation catalyzed with 10-2 M BF3·O(Et)2 in CH2Cl2 containing 0.1 equiv of NaCl (5.85 mg/10 mL CH2Cl2) or 0.0031 equiv of benzyltributylammonium chloride (Bu3BzlNCl) (based on [benzaldehyde]) gave ~50% yield compared with ~25% in the reaction without salt. The pyrrole-aldehyde condensation is much faster in the presence of salt, as measured by the rate of disappearance of benzaldehyde and the rate of formation of the porphyrin. Yield increases in the presence of salt were observed with catalysis by BF3·O(Et)2, BF3·2H2O, and CF3CO2H. Significant salt effects also were observed with BF3·O(Et)2 or CF3CO2H in the solvent diethyl ether, but the maximum yield was 15%. A survey of nine aldehydes showed yield improvements of up to 2-fold in six cases in the presence of salt. During the pyrrole-aldehyde reaction in CH2Cl2 either in the presence or absence of soluble salts, the medium becomes heterogeneous (measured by nephelometry). The addition of water to BF3·O(Et)2 in CH2Cl2 also yields a heterogeneous medium; in the presence of salt this medium affords twice the yield of porphyrin as that formed in the absence of salt. 11B NMR and 19F NMR experiments failed to unveil any new species formed by interaction of chloride-containing salts with BF3·O(Et)2. The complexity of the reaction medium, as well as insufficient information about the nature of the pyrrole-aldehyde condensation, preclude an assignment of mechanisms underlying the salt effects. However, a rank ordering of salts in the porphyrin reaction does not correlate with their desiccative power, and the generality of the salt effects is at odds with the selective anion templating of tetrapyrrolic macrocycles. Irreversible features of the pyrrole-aldehyde condensation have been identified via exchange experiments during the course of the reaction and 13C NMR labeling experiments. The improved reaction conditions can be used for preparative-scale syntheses, as 720 mg tetra(nphenylporphyrin (47% yield) was obtained from a 100 mL-scale reaction with 0.1 M reactants at room temperature.

Phenomenological statistical physics modeling of metalloporphyrins adsorption at the molecular level

Aouaini, Fatma,Ben Yahia, Mohamed,M. Alanazi, Meznah

, (2021)

This paper is aimed to investigate the copper chloride and tin chloride adsorption phenomenon by using a quartz-crystal-adsorbent operating with both auspicious porphyrins: (i) the 5,10,15,20-tetrakis-(4-tolylphenyl)-porphyrin and (ii) the 5,10,15,20-tetr

Structural elucidation and study of intermolecular interactions in meso-tetratolylporphyrins

Soman, Rahul,Sujatha, Subramaniam,Arunkumar, Chellaiah

, p. 833 - 842 (2016)

Synthesis and crystal structure analysis of meso-tetratolylporphyrins, 1-5 combined with computational Hirshfeld surface analysis were investigated. The crystal packing of porphyrins 1, 3 and 4 are arranged in an "orthogonal fashion" whereas 2 and 5 are i

SYNTHESIS AND CHARACTERIZATION OF A DIRECTLY LINKED PORPHYRIN-ANTHRAQUINONE MOLECULE

Cormier, Russel A.,Posey, Mary R.,Bell, William L.,Fonda, Harold N.,Connolly, John S.

, p. 4831 - 4844 (1989)

We have synthesized a porphyrin-anthraquinone molecule (PAQ) in which the AQ moiety is attached directly at a meso-position of tritolylporphyrin.The absorption spectrum shows pronounced perturbations in the bands of both the P and AQ groups that are independent of solvent polarity; a charge-transfer band was not observed.In contrast, the spectrum of the porphyrin fluorescence in PAQ is only moderately red-shifted, but the lifetimes and intensities depend markedly on solvent dielectric constant: the fluorescence is quenched negligibly in solvents with εss s >= 7.In methylene chloride, the major emitting component has a lifetime of ca. 30 ps as compared to ca. 9.0 ns for both tetratolylporphyrin (TTP) and an ester-linked TTP-AQ molecule.An electron transfer mechanism is implicated even though the energetics for net electron transfer do not appear to be favorable (the sum of the redox potentials being essentially isoenergetic with the porphyrin S1 state in benzonitril).We infer that the short distance between the P and AQ moieties (ca. 1.4 Angstroem edge-to-edge) compensates for the otherwise marginal energetics in accord with Marcus theory.However, calculations of the reorganization energy, based on a two-sphere dielectronic continuum model, and estimates of the solvent-dependent reaction energetics, using the Weller equation, do not yield a meaningful correlation with the fluorescence data measured in 19 solvents and binary solvent mixtures.Electron transfer in this intimately linked donor-acceptor molecule may involve an inner-sphere and/or adiabatic mechanism.

Synthesis and Spectroscopic Investigation of Directly Azobenzene Bridged Diporphyrins

Hombrecher, Hermann K.,Luedtke, Kerstin

, p. 9489 - 9494 (1993)

The synthesis of new directly azobenzene bridged diporphyrins is described.The spectroscopic properties of the new compounds are discussed.

Efficient oxidation of cycloalkanes with simultaneously increased conversion and selectivity using O2 catalyzed by metalloporphyrins and boosted by Zn(AcO)2: A practical strategy to inhibit the formation of aliphatic diacids

Shen, Hai-Min,Wang, Xiong,Ning, Lei,Guo, A-Bing,Deng, Jin-Hui,She, Yuan-Bin

, (2020/11/20)

The direct sources of aliphatic acids in cycloalkanes oxidation were investigated, and a strategy to suppress the formation of aliphatic acids was adopted through enhancing the catalytic transformation of oxidation intermediates cycloalkyl hydroperoxides to cycloalkanols by Zn(II) and delaying the emergence of cycloalkanones. Benefitted from the delayed formation of cycloalkanones and suppressed non-selective thermal decomposition of cycloalkyl hydroperoxides, the conversion of cycloalkanes and selectivity towards cycloalkanols and cycloalkanones were increased simultaneously with satisfying tolerance to both of metalloporphyrins and substrates. For cyclohexane, the selectivity towards KA-oil was increased from 80.1% to 96.9% meanwhile the conversion was increased from 3.83 % to 6.53 %, a very competitive conversion level with higher selectivity compared with current industrial process. This protocol is not only a valuable strategy to overcome the problems of low conversion and low selectivity lying in front of current cyclohexane oxidation in industry, but also an important reference to other alkanes oxidation.

Selective Solvent-Free and Additive-Free Oxidation of Primary Benzylic C–H Bonds with O2 Catalyzed by the Combination of Metalloporphyrin with N-Hydroxyphthalimide

Shen, Hai-Min,Qi, Bei,Hu, Meng-Yun,Liu, Lei,Ye, Hong-Liang,She, Yuan-Bin

, p. 3096 - 3111 (2020/04/29)

Abstract: A protocol for solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts to overcome the deficiencies encountered in current oxidation systems. The effects of reaction temperature, porphyrin structure, central metal, catalyst loading and O2 pressure were investigated systematically. For the optimized combination of T(2-OCH3)PPCo and NHPI, all the primary benzylic C–H bonds could be functionalized efficiently and selectively at 120 °C and 1.0?MPa O2 with aromatic acids as the primary products. The selectivity towards aromatic acids could reach up to 70–95% in the conversion of more than 30% for most of the substrates possessing primary benzylic C–H bonds in the metalloporphyrin loading of 0.012% (mol/mol). And the superior performance of T(2-OCH3)PPCo among the metalloporphyrins investigated was mainly attributed to its high efficiency in charge transfer and fewer positive charges around central metal Co (II) which favored the adduction of O2 to cobalt (II) forming the high-valence metal-oxo complex followed by the production of phthalimide N-oxyl radical (PINO) and the initiation of the catalytic oxidation cycle. This work would provide not only an efficient protocol in utilization of hydrocarbons containing primary benzylic C–H bonds, but also a significant reference in the construction of more efficient C–H bonds oxidation systems. Graphic Abstract: The solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts, and the highest selectivity towards aromatic acid reached up to 95.1% with the conversion of 88.5% in the optimized combination of T(2-OCH3)PPCo and NHPI.[Figure not available: see fulltext.].

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