5,10,15,20-Tetrakis(2-nitrophenyl)-21,22-dihydroporphyrin

Base Information

• Chemical Name: 5,10,15,20-Tetrakis(2-nitrophenyl)-21,22-dihydroporphyrin
• CAS No.: 37116-82-8
• Molecular Formula: C₄₄H₂₆N₈O₈
• Molecular Weight: 794.739
• DSSTox Substance ID: DTXSID20452401
• Mol file: 37116-82-8.mol

Synonyms:37116-82-8;5,10,15,20-tetrakis(2-nitrophenyl)-21,22-dihydroporphyrin;DTXSID20452401

Chemical Property of 5,10,15,20-Tetrakis(2-nitrophenyl)-21,22-dihydroporphyrin

Chemical Property:

• PSA: 239.58000
• LogP: 8.59180
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 794.18735982
• Heavy Atom Count: 60
• Complexity: 1480

Purity/Quality:

98.5% ^*data from raw suppliers

5,10,15,20-TETRA(2-NITROPHENYL)PORPHYRIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=C3C=CC(=C(C4=CC=C(N4)C(=C5C=CC(=N5)C(=C6C=CC2=N6)C7=CC=CC=C7[N+](=O)[O-])C8=CC=CC=C8[N+](=O)[O-])C9=CC=CC=C9[N+](=O)[O-])N3)[N+](=O)[O-]

Technology Process of 5,10,15,20-Tetrakis(2-nitrophenyl)-21,22-dihydroporphyrin

There total 7 articles about 5,10,15,20-Tetrakis(2-nitrophenyl)-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: 25.0%

pyrrole (109-97-7,30604-81-0) + 2-nitro-benzaldehyde (552-89-6) → 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin (37116-82-8,145032-18-4,145032-19-5)

Guidance literature:

With air; propionic acid; for 0.0666667h; microwave irradiation;

DOI:10.1081/SCC-100000176

Reference yield:

5,10,15,20-Tetrakis-(2-nitro-phenyl)-porphyrinogene → 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin (37116-82-8,145032-18-4,145032-19-5)

Guidance literature:

With chloranil; In chloroform; at 61 ℃; for 1h; Yield given;

DOI:10.1021/jo00265a021

Reference yield:

2-nitro-benzaldehyde (552-89-6) → 5,10,15,20-tetrakis(o-nitrophenyl)porphyrin (37116-82-8,145032-18-4,145032-19-5)

Guidance literature:

Multi-step reaction with 2 steps

1: CF₃SO₂Cl / CH₂Cl₂ / 1 h / 20 °C

2: air / CH₂Cl₂ / 4 h / 39 °C

With air; trifluoromethane sulfonyl chloride; In dichloromethane;

DOI:10.1016/j.tet.2003.12.030

upstream raw materials:

pyrrole

2-nitro-benzaldehyde

Downstream raw materials:

(α,α,α,α)-5,10,15,20-tetrakisphenyl>-21H,23H-porphine

meso-β-(o-acetamidophenyl)-α,α,α-tris(o-acetamidophenyl)porphyrin

meso-α,α,α,α-tetra-(o-bromoacetamidophenyl)porphyrin

meso-tetra-α,α,α,α-(o-aminoacetamidophenyl)porphyrin