85575-93-5

Basic information

• Product Name: 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE
• Synonyms: 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE;Dibutylphenanthroline;2,9-dibutyl-1,10-phenanthroline
• CAS NO: 85575-93-5
• Molecular Formula: C₂₀H₂₄N₂
• Molecular Weight: 292.42
• Mol File: 85575-93-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58°C
• Boiling Point: 428.6°C at 760 mmHg
• Flash Point: 178.3°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 3.75E-07mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.04±0.30(Predicted)
• CAS DataBase Reference: 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE(85575-93-5)
• EPA Substance Registry System: 2,9-DI-N-BUTYL-1,10-PHENANTHROLINE(85575-93-5)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 85575-93-5(Hazardous Substances Data)

Usage

General Description

2,9-DI-N-BUTYL-1,10-PHENANTHROLINE is a chemical compound with the molecular formula C28H28N2. It is a derivative of the heterocyclic compound phenanthroline, and is commonly used as a ligand in coordination chemistry for the formation of metal complexes. Its structure consists of two butyl groups attached to the nitrogen atoms of the phenanthroline ring, which imparts lipophilic properties to the compound. This makes it useful for extraction and separation processes in analytical chemistry. It is also used in research and industrial applications as a chelating agent and in the development of new materials. Additionally, it has potential applications in pharmaceuticals and in the field of catalysis.

InChI:InChI=1/C20H24N2/c1-3-5-7-17-13-11-15-9-10-16-12-14-18(8-6-4-2)22-20(16)19(15)21-17/h9-14H,3-8H2,1-2H3

Upstream product

• 109-72-8 n-butyllithium 
• 66-71-7 1,10-Phenanthroline 
• 2417-93-8 propyllithium 

Downstream Products

• 162586-96-1 CuCl(2,9-di-n-butyl-1,10-phenanthroline)2 
• 1192545-07-5 [2,9-di-n-butyl-1,10-phenanthroline(+1H)][AuCl₄] 
• 1192545-09-7 [(^di-n-butylphen)AuCl₃] 
• 1060639-61-3 [PdCl₂(2,9-di-n-butyl-1,10-phenanthroline)(ethylene)] 
• 1032154-71-4 (+)-(S)-2,9-diisopropyl-1,2,3,4-tetrahydro-1,10-phenanthroline 
• 1032154-63-4 (2R,9R)-2,9-di-n-butyl-1,2,3,4,7,8,9,10-octahydro-1,10-phenanthroline 
• 1032154-81-6 (5R,9R)-5,9-dibutyl-4,5,10,11-tetrahydro-3H-imidazo[1,5,4,3-lmn][1,10]phenanthrolin-7(9H)-one 
• 75875-33-1 [Cu(2,9-di-n-butyl-1,10-phenanthroline)2]⁽¹⁺⁾ 

Relevant articles and documents

Synthesis of poly(1,10-phenanthroline-5,6-diyl)s having a π-stacked, helical conformation

5,6-Dibromo-1,10-phenanthroline and 2,9-di-n-butyl-5,6-dibromo-1,10-phenanthroline were polymerized using a Ni catalyst to afford helical polymers in which the phenanthroline moieties are densely stacked on top of each other. Polymerization of the latter monomer using a chiral catalyst led to a preferred-handed helix. This is the first Ni-catalyzed helix-sense-selective polymerization of aromatic compounds.

Asymmetric ruthenium-catalyzed hydrogenation of 2- and 2,9-substituted 1,10-phenanthrolines

A 'Phen'atic: The title reaction proceeds in the presence of the chiral cationic ruthenium diamine catalyst (R,R)-1 (Tf=trifluoromethanesulfonyl, Ts=4-toluenesulfonyl). Both chiral 1,2,3,4-tetrahydro- and 1,2,3,4,7,8,9,10- octahydro-1,10- phenanthroline derivatives could be obtained in high yields with excellent enantio- and diastereoselectivity. Copyright

Substituted 1,10-phenanthroline-5,6-diamines and their extension to soluble, acetylenic pyrazinophenanthrolines

2,9-Disubstituted and 3,8-disubstituted 1,10-phenanthrolines have been converted to the respective 5,6-diamines in three steps. The new heterocycles have been employed in condensation reactions with a protected 1,2-dialkynyl-1,2-dione to afford solubility-improved, acetylenic pyrazinophenanthrolines (pyzphen). In an initial study, the synthetic scope of these novel acetylenic ligands is evaluated. Georg Thieme Verlag Stuttgart.