meso-Tetratolylporphyrin-Ni(II)

Base Information

• Chemical Name: meso-Tetratolylporphyrin-Ni(II)
• CAS No.: 58188-46-8
• Molecular Formula: C₄₈H₃₆N₄Ni
• Molecular Weight: 727.531
• Mol file: 58188-46-8.mol

Synonyms:MESO-TETRATOLYLPORPHYRIN-NI(II);

Chemical Property of meso-Tetratolylporphyrin-Ni(II)

Chemical Property:

• PSA: 15.88000
• LogP: 7.67140

Purity/Quality:

97% ^*data from raw suppliers

5,10,15,20-Tetra(4-methylphenyl)-21H,23H-porphinenickel 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of meso-Tetratolylporphyrin-Ni(II)

There total 2 articles about meso-Tetratolylporphyrin-Ni(II) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

pyrrole (109-97-7,30604-81-0) + 4-methyl-benzaldehyde (104-87-0) + nickel(II) acetylacetonate (3264-82-2) → meso-tetrakis(p-tolyl)porphyrinatonickel(II) (58188-46-8) + [CH3C6H4CC4H2NC(O)(CH3C6H4)(C4H2N)]3Ni3

Guidance literature:

With H₂O; CF₃COOH; 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; In dichloromethane; treating with CF3COOH for 2 h; oxidation with DDQ for 1 h; metallation with Ni(acac)2;

DOI:10.1002/anie.200604882

Reference yield:

5,10,15,20-tetrakis(4-methylphenyl)porphyrin + nickel(II) chloride hexahydrate → meso-tetrakis(p-tolyl)porphyrinatonickel(II) (58188-46-8)

Guidance literature:

With sodium acetate; In methanol; chloroform; acetic acid; free-base porphyrin dissolved in CHCl3/CH3OH (1:1); metal salt soln. in glacial acetic acid added; NaOAc added; react. mixt. refluxed on water bath for 6-8 h; washed repeatedly with water; purified by column chromy. on basic alumina using CHCl3 as eluent; purified by recrystallization using hexane/CHCl3; elem. anal.;

DOI:10.1016/j.poly.2005.01.008

Reference yield: 35.0%

meso-tetrakis(p-tolyl)porphyrinatonickel(II) (58188-46-8) + mercury(II) diacetate (1600-27-7) + sodium chloride (7647-14-5) → 2-chloromercuri-5,10,15,20-tetrakis(4-methylphenyl)porphyrinatonickel(II) (112444-07-2)

Guidance literature:

In methanol; water; benzene; byproducts: phenylmercuric chloride, (CH3C6H5)4C20H6N4(HgCl)2Ni, (CH3C6H5)4C20H5N4(HgCl)3Ni; dropwise addn. of 0.94 mmol Hg-acetate in 25 ml dry methanol to a soln. of 0.45 mmol complex in 400 ml C6H6 (under N2), refluxing for 24h, cooling, addn. of 10 ml satd. aq. NaCl-soln., stirring for 1h;; sepn. of organic phase, washing with H2O, filtration, evapn. in vac.; chromy. (SiO2/CH2Cl2/cyclohexane=1:1); monosubstituted complex as 2. fraction; recrystn. from CHCl3/ethanol; elem. anal., UV, IR, (1)H-NMR;;

upstream raw materials:

pyrrole

4-methyl-benzaldehyde

nickel(II) acetylacetonate

Downstream raw materials:

Ni(II)-2-NH₂-TTP

C₄₈H₃₅N₅NiO₂

[Ni(C₂₀H₇N₄(C₆H₄CH₃)4NO₂)]

2-chloromercuri-5,10,15,20-tetrakis(4-methylphenyl)porphyrinatonickel(II)