Porphyrinogen

Base Information

• Chemical Name: Porphyrinogen
• CAS No.: 4396-11-6
• Molecular Formula: C20H20N4
• Molecular Weight: 316.406
• DSSTox Substance ID: DTXSID101336477
• Nikkaji Number: J749.782B
• Wikipedia: Hexahydroporphine
• Wikidata: Q3398231
• Metabolomics Workbench ID: 53995
• Mol file: 4396-11-6.mol

Synonyms:calix(4)pyrrole

Chemical Property of Porphyrinogen

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 671.5°Cat760mmHg
• Flash Point: 311.3°C
• Density: 1.289g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 316.16879665
• Heavy Atom Count: 24
• Complexity: 329

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=C(N2)CC3=CC=C(N3)CC4=CC=C(N4)CC5=CC=C1N5

Technology Process of Porphyrinogen

There total 7 articles about Porphyrinogen 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: 16.0%

5-formyl-2,2'-dipyrrylmethane (36746-27-7) → calix[4]pyrrole (4396-11-6)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In dichloromethane; for 6h; Reflux;

DOI:10.1016/j.tet.2021.132338

Reference yield: 14.0%

(1H-pyrrole-2,5-diyl)dimethanol (6249-04-3) + 2,5-bis[(1H-pyrrol-2-yl)methyl]-1H-pyrrole (220210-66-2) → calix[4]pyrrole (4396-11-6)

Guidance literature:

With boron trifluoride methanol complex; In methanol; chloroform; at 20 - 50 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00059-X

Reference yield:

(1H-pyrrole-2,5-diyl)dimethanol (6249-04-3) → calix[4]pyrrole (4396-11-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / aq. HCl / H₂O / 0.5 h / cooling

2: 14 percent / BF₃*MeOH / CHCl₃; methanol / 2 h / 20 - 50 °C

With hydrogenchloride; boron trifluoride methanol complex; In methanol; chloroform; water;

DOI:10.1016/S0040-4020(01)00059-X

upstream raw materials:

2-hydroxymethylpyrrole

pyrrole

(1H-pyrrole-2,5-diyl)dimethanol

2,5-bis[(1H-pyrrol-2-yl)methyl]-1H-pyrrole

Downstream raw materials:

porphyrin