5,10,15,20-Tetrathiophen-2-yl-21,22-dihydroporphyrin

Base Information

• Chemical Name: 5,10,15,20-Tetrathiophen-2-yl-21,22-dihydroporphyrin
• CAS No.: 22112-87-4
• Molecular Formula: C36H22N4S4
• Molecular Weight: 638.85
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70408776
• Mol file: 22112-87-4.mol

Synonyms:DTXSID70408776

Chemical Property of 5,10,15,20-Tetrathiophen-2-yl-21,22-dihydroporphyrin

Chemical Property:

• Melting Point: >300 °C
• PSA: 169.26000
• Density: 1.424±0.06 g/cm3(Predicted)
• LogP: 7.11220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 9.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 638.07273141
• Heavy Atom Count: 44
• Complexity: 928

Purity/Quality:

98.5% ^*data from raw suppliers

5,10,15,20-Tetra-2-thienyl-porphine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=C3C=CC(=C(C4=CC=C(N4)C(=C5C=CC(=N5)C(=C6C=CC2=N6)C7=CC=CS7)C8=CC=CS8)C9=CC=CS9)N3

Technology Process of 5,10,15,20-Tetrathiophen-2-yl-21,22-dihydroporphyrin

There total 6 articles about 5,10,15,20-Tetrathiophen-2-yl-21,22-dihydroporphyrin 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: 72.0%

thiophene-2-carbaldehyde (98-03-3) + pyrrole (109-97-7,30604-81-0) → 5,10,15,20-tetra(thien-2-yl)porphyrin (22112-87-4)

Guidance literature:

thiophene-2-carbaldehyde; pyrrole; With toluene-4-sulfonic acid; N,N-dimethyl-formamide; at 100 - 150 ℃; for 1.16667h; Inert atmosphere;

With oxygen; In N,N-dimethyl-formamide; for 0.333333h; Cooling with ice;

DOI:10.1002/ardp.201200313

Reference yield: 7.8%

thiophene-2-carbaldehyde (98-03-3) + pyrrole (109-97-7,30604-81-0) + 5-nitro-2-thiophenecarboxaldehyde (4521-33-9) → 5-(5'-nitrothien-2'-yl)-10,15,20-tris(thien-2'-yl)porphyrin + C36H20N6O4S4 + C36H20N6O4S4 + C36H19N7O6S4 + 5,10,15,20-tetrakis(5-nitrothien-2-yl)porphyrin + 5,10,15,20-tetra(thien-2-yl)porphyrin (22112-87-4)

Guidance literature:

thiophene-2-carbaldehyde; pyrrole; 5-nitro-2-thiophenecarboxaldehyde; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

With chloranil; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.saa.2011.11.049

Reference yield: 3.0%

thiophene-2-carbaldehyde (98-03-3) + pyrrole (109-97-7,30604-81-0) + 2,5-bis[2-thienyl(hydroxy)methyl]thiophene (645420-42-4) → 5,10,15,20-tetra(thien-2-yl)porphyrin (22112-87-4) + 5,10,15,20-tetrakis(2-thienyl)-21,23-dithiaporphyrin + 5,10,15,20-tetrakis(2-thienyl)-21-thiaporphyrin

Guidance literature:

thiophene-2-carbaldehyde; pyrrole; 2,5-bis[2-thienyl(hydroxy)methyl]thiophene; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;

With air; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200300228

upstream raw materials:

thiophene-2-carbaldehyde

pyrrole

furan-2,5-diylbis(thien-2-ylmethanol)

2,5-bis[2-thienyl(hydroxy)methyl]thiophene

Refernces

• 1、 Soy, Rodah C.,Babu, Balaji,Oluwole, David O.,Nwaji, Njemuwa,Oyim, James,Amuhaya, Edith,Prinsloo, Earl,Mack, John,Nyokong, Tebello. "Photophysicochemical properties and photodynamic therapy activity of chloroindium(III) tetraarylporphyrins and their gold nanoparticle conjugates". . p. 34 - 45. Retrieved 2019.
• 2、 -. "Porphyrin compound, preparation method thereof, and application thereof in secondary battery positive electrode material". Paragraph 0060-0063. . Retrieved 2021/03/13.
• 3、 Betoni Momo, Patricia,Pavani, Christiane,Baptista, Mauricio S.,Brocksom, Timothy John,Thiago De Oliveira, Kleber. "Chemical transformations and photophysical properties of meso-tetrathienyl-substituted porphyrin derivatives". . p. 4536 - 4547. Retrieved 2014/08/05.