1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione
• CAS No.: 351870-31-0
• Molecular Formula: C16H9N3O2
• Molecular Weight: 275.26156
• DSSTox Substance ID: DTXSID30433327
• Nikkaji Number: J2.412.720F
• Wikidata: Q82247453
• Mol file: 351870-31-0.mol

Synonyms:1,10-Phenanthroline Maleimide;351870-31-0;1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione;1-(1,10-phenanthrolin-5-yl)pyrrole-2,5-dione;1-(1,10-PHENANTHROLIN-5-YL)-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE;DTXSID30433327;FT-0673672;J-019981;1-(1,10-Phenanthroline-5-yl)-1H-pyrrole-2,5-dione

Chemical Property of 1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione

Chemical Property:

• PSA: 63.16000
• LogP: 2.27740
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 275.069476538
• Heavy Atom Count: 21
• Complexity: 472

Purity/Quality:

97% ^*data from raw suppliers

1,10-PhenanthrolineMaleimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=C3C=CC=NC3=C2N=C1)N4C(=O)C=CC4=O
• Uses: 1,10-Phenanthroline maleimide is used in the synthesis of hybrid transition-metalloproteins via thiol-selective covalent anchoring of Rh-phosphine and Ru-phenanthroline complexes.

Technology Process of 1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione

There total 1 articles about 1-(1,10-Phenanthrolin-5-yl)-1H-pyrrole-2,5-dione 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: 49.2%

maleic anhydride (108-31-6) + 1,10-phenanthroline-5-amine (54258-41-2) → 5-maleimido-1,10-phenanthroline (351870-31-0)

Guidance literature:

In dichloromethane; for 4h; Reflux;

DOI:10.1039/C8TC03022G

Reference yield: 90.9%

europium(III) chloride hexahydrate + 5-maleimido-1,10-phenanthroline (351870-31-0) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → Eu(dibenzoylmethanate)3(5-maleimido-1,10-phenanthroline)

Guidance literature:

5-maleimido-1,10-phenanthroline; 1,3-diphenylpropanedione; With sodium hydroxide; In ethanol; dichloromethane; at 50 ℃; for 0.5h;

europium(III) chloride hexahydrate; In ethanol; dichloromethane; at 50 ℃; for 2h;

DOI:10.1039/C8TC03022G

Reference yield: 78.2%

4-carboxybenzophenone (611-95-0) + 5-maleimido-1,10-phenanthroline (351870-31-0) + terbium(III) chloride hexahydrate → Tb(4-benzoylbenzoate)3(5-maleimido-1,10-phenanthroline)

Guidance literature:

4-carboxybenzophenone; 5-maleimido-1,10-phenanthroline; With sodium hydroxide; In ethanol; dichloromethane; at 50 ℃; for 0.5h;

terbium(III) chloride hexahydrate; In ethanol; dichloromethane; at 50 ℃; for 2h;

DOI:10.1039/C8TC03022G

upstream raw materials:

maleic anhydride

1,10-phenanthroline-5-amine