65115-91-5

Basic information

• Product Name: 5 6-EPOXY-5 6-DIHYDRO-(1 10)PHENANTHROL&
• Synonyms: 5 6-EPOXY-5 6-DIHYDRO-(1 10)PHENANTHROL&;Oxireno[f][1,10]phenanthroline,1a,9b-dihydro-(9CI);1,10-phenanthroline 5,6-oxide;5,6-Epoxy-1,10-phenanthroline;5,6-Epoxy-5,6-dihydro-[1,10]phenanthroline 98%;Oxireno[f][1,10]phenanthroline,1a,9b-dihydro-;1a,9b-dihydrooxireno[2,3-f][1,10]phenanthroline
• CAS NO: 65115-91-5
• Molecular Formula: C₁₂H₈N₂O
• Molecular Weight: 196.2
• Product Categories: EPOXYDE;API intermediates;Heterocyclic Building Blocks;N-Containing;Others
• Mol File: 65115-91-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 183 °C (dec.)(lit.)
• Boiling Point: 408.2°C at 760 mmHg
• Flash Point: 136°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 1.68E-06mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 5 6-EPOXY-5 6-DIHYDRO-(1 10)PHENANTHROL&(CAS DataBase Reference)
• NIST Chemistry Reference: 5 6-EPOXY-5 6-DIHYDRO-(1 10)PHENANTHROL&(65115-91-5)
• EPA Substance Registry System: 5 6-EPOXY-5 6-DIHYDRO-(1 10)PHENANTHROL&(65115-91-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 65115-91-5(Hazardous Substances Data)

Usage

Uses

5,6-Epoxy-5,6-dihydro-[1,10]phenanthroline may be used to synthesize N-(3-azidopropyl)-1,10-phenanthrolin-5-amine (az-phen), via reaction with 3-azidopropylamine which is then subjected to dehydration by treatment with sodium hydride. It can also be used to synthesize (1,10-phenanthrolin-5-yl)-1-thio-β-D-glucopyranoside by reacting with 1-thio-β-D-glucopyranose sodium salt in dry ethanol.

InChI:InChI=1/C12H8N2O/c1-3-7-9(13-5-1)10-8(4-2-6-14-10)12-11(7)15-12/h1-6,11-12H

Upstream product

• 5144-89-8 1,10-phenanthroline hydrate 
• 66-71-7 1,10-Phenanthroline 

Downstream Products

• 142009-79-8 trans-5-anilino-6-hydroxy-5,6-dihydro-1,10-phenanthroline 
• 142009-80-1 trans-5-(2-bromoanilino)-6-hydroxy-5,6-dihydro-1,10-phenanthroline 
• 1082-21-9 5-cyano-1,10-phenanthroline 
• 66-71-7 1,10-Phenanthroline 
• 1335008-92-8 5-(4-acetamidophenylsulfanyl)-1,10-phenanthroline 
• 1335008-87-1 5-(4-chlorophenylsulfanyl)-1,10-phenanthroline 
• 1335008-56-4 5-benzylsulfanyl-1,10-phenanthroline 
• 1335008-80-4 5-p-tolylsulfanyl-1,10-phenanthroline 
• 1335008-75-7 5-phenylsulfanyl-1,10-phenanthroline 
• 1329634-86-7 6-(4-methoxyphenyl-amino)-5,6-dihydro-1,10-phenanthrolin-5-ol 
• 1329634-84-5 6-(4-methylphenyl-amino)-5,6-dihydro-1,10-phenanthrolin-5-ol 
• 142009-83-4 N-(2-bromophenyl)-1,10-phenanthroline-5,6-quinone monoimine 
• 142009-78-7 N-phenyl-1,10-phenanthroline-5,6-quinone monoimine 
• 132142-67-7 N-(2-iodophenyl)-1,10-phenanthroline-5,6-quinone monoimine 

Relevant articles and documents

Thermal stability of bidendate nitrogen ligands tethered to multiwall carbon nanotubes

Bidendate nitrogen ligands, particularly 1,10-phenanthroline, form stable complexes with a variety of divalent metal ions. If these ligands are attached to a stable, inert platform, then they may be used for sequestering transition metal ions from a range of aqueous solutions including many that form components of industrial processes. Alternatively, they may function as a base for the development of durable heterogeneous catalysts. These ligands may be tethered to carboxyl-functionalized carbon nanotubes via an ethylene oxide linker through either an ether or ester bond. The suitability of these adducts for a variety of applications has been assessed using thermogravimetry. Both kinds of adducts are thermally robust with an onset of degradation above 400 °C.

Molecular engineering for optical properties of 5-substituted-1,10-phenanthroline-based Ru(ii) complexes

A series of homo- and heteroleptic Ru(ii) complexes[Ru(phen)3?n(phen-X)n](PF6)2(n= 0-3, X = CN, epoxy, H, NH2) were prepared and characterized. The influence of electron-withdrawing or electron-releasing substituents of the 1,10-phenanthroline ligands on the photo-physical properties was evaluated. It reveals fundamental interests in the fine tuning of redox potentials and photo-physical characteristics, depending both on the nature of the substitution of the ligand, and on the symmetry of the related homo- or heteroleptic complex. These complexes exhibit linear absorption and two-photon absorption (2PA) cross-sections over a broad range of wavelength (700-900 nm) due to absorption in the intra-ligand charge transfer (ILCT) and the metal-to-ligand charge transfer (MLCT) bands. These 2PA properties were more particularly investigated in the 700-1000 spectral range for a family of complexes bearing electro-donating ligands (phen-NH2).

A ruthenium tetrazole complex-based high efficiency near infrared light electrochemical cell

We report on the exploitation of a new tetrazole-substituted 1,10-phenanthroline and a 2,2′-bipyridine (bpy) ancillary ligand modified with an electron-donating group in cationic ruthenium complexes. This complex, placed in between two electrodes without any polymer, demonstrates high efficiency near-infrared (NIR) electroluminescence (EL). The comparison between bpy and its methyl-substituted ancillary ligand shows that the cationic Ru tetrazolate complex containing methyl groups exhibits a red shift in the EL wavelength from 620 to 800 nm compared to [Ru(bpy)3]2+ and an almost twofold reduction in the turn-on voltage, i.e., from 5 to 3 V, with respect to 5-tetrazole-1,10-phenanthroline. An external quantum efficiency of 0.95% for the dimethyl derivative is demonstrated, which is a remarkable result for non-doped NIR light electrochemical cells based on ruthenium polypyridyl.