Dipyrrolyldiketone

Base Information

• Chemical Name: Dipyrrolyldiketone
• CAS No.: 643-78-7
• Molecular Formula: C10H8 N2 O2
• Molecular Weight: 188.186
• DSSTox Substance ID: DTXSID701288191
• Nikkaji Number: J1.218.997D
• Mol file: 643-78-7.mol

Synonyms:dipyrrolyldiketone;643-78-7;SCHEMBL5320628;DTXSID701288191;1,2-Di-1H-pyrrol-2-yl-1,2-ethanedione

Chemical Property of Dipyrrolyldiketone

Chemical Property:

• Melting Point: 200-202 °C
• Boiling Point: 454.8±20.0 °C(Predicted)
• PKA: 13.91±0.50(Predicted)
• PSA: 65.72000
• Density: 1.373±0.06 g/cm3(Predicted)
• LogP: 1.40840
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=C1)C(=O)C(=O)C2=CC=CN2

Technology Process of Dipyrrolyldiketone

There total 4 articles about Dipyrrolyldiketone 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: 93.0%

C20H24N2O6 (105632-54-0) → 1,2-bis(1H-pyrrol-2-yl)ethanedione (643-78-7)

Guidance literature:

In neat (no solvent); at 180 - 185 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)95036-6

Reference yield: 54.0%

pyrrole (109-97-7,30604-81-0) + oxalyl dichloride (79-37-8) → 1,2-bis(1H-pyrrol-2-yl)ethanedione (643-78-7)

Guidance literature:

oxalyl dichloride; With pyridine; In dichloromethane; at -78 ℃; for 0.666667h; Inert atmosphere; Cooling with liquid nitrogen/methanol;

pyrrole; In dichloromethane; at -78 - -60 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c1ob06459b

Reference yield:

oxalyl dichloride (79-37-8) → 1,2-bis(1H-pyrrol-2-yl)ethanedione (643-78-7)

Guidance literature:

With diethyl ether;

upstream raw materials:

pyrrole

oxalyl dichloride

C₂₀H₂₄N₂O₆

Downstream raw materials:

2,3-bis(1H-pyrrol-2-yl)quinoxaline

2,3-dipyrrol-2'-yl-6,7-dinitroquinoxaline

2,3-di(1H-2-pyrrolyl)pyrazino[2,3-f][1,10]phenanthroline

5,8-dibromo-2,3-di(1H-2-pyrrolyl)quinoxaline