3922-40-5

Basic information

• Product Name: 4,7-DIHYDROXY-1,10-PHENANTHROLINE
• Synonyms: 4,7-DIHYDROXY-1,10-PHENANTHROLINE;TIMTEC-BB SBB008750;1,10-phenanthroline-4,7-diol;4,7-dihydroxy-1,10-phenanthroline (dye content ca;4,7-DIHYDROXY-1,10-PHENANTHROLINE (DYE C ONTENT CA. 30%);4 7-DIHYDROXY-1,10-PHENANTHROLINE ACS;1,10-dihydro-1,10-phenanthroline-4,7-dione;1,10-dihydro-1,10-phenanthroline-4,7-quinone
• CAS NO: 3922-40-5
• Molecular Formula: C₁₂H₈N₂O₂
• Molecular Weight: 212.2
• EINECS: 223-493-6
• Mol File: 3922-40-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: >300 °C (dec.)(lit.)
• Boiling Point: 417.9 °C at 760 mmHg
• Flash Point: 187.4 °C
• Appearance: Yellow/Powder
• Density: 1.371 g/cm³
• Vapor Pressure: 3.42E-07mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.81±0.30(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Hygroscopic
• CAS DataBase Reference: 4,7-DIHYDROXY-1,10-PHENANTHROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-DIHYDROXY-1,10-PHENANTHROLINE(3922-40-5)
• EPA Substance Registry System: 4,7-DIHYDROXY-1,10-PHENANTHROLINE(3922-40-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 3922-40-5(Hazardous Substances Data)

Usage

Uses

4,7-Dihydroxy-1,10-phenanthroline is used as a phenanthroline stain. Its iron(II) complex reacts rapidly with dissolved oxygen in aqueous solution, thereby it is utilized for the spectrophotometric determination of dissolved oxygen up to 20 ppm.

InChI:InChI=1/C12H8N2O2/c15-9-3-5-13-11-7(9)1-2-8-10(16)4-6-14-12(8)11/h1-6H,(H,13,15)(H,14,16)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 503863-91-0 1,2-bis-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)amino]benzene 

Downstream Products

• 111301-95-2 4,7-bis(benzyloxy)-1,10-phenanthroline 
• 111301-94-1 1-Benzyl-7-benzyloxy-1H-[1,10]phenanthrolin-4-one 
• 156492-30-7 4,7-dibromo-1,10-phenanthroline 
• 92149-07-0 4,7-dimethoxy-1,10-phenanthroline 
• 359820-25-0 4-[(3-benzyloxy-4-nitro)phenoxy]-7-hydroxy-1,10-phenanthroline 
• 359820-24-9 4,7-bis[(3-benzyloxy-4-nitro)phenoxy]-1,10-phenanthroline 
• 192226-55-4 4,7-bis(phenylethinyl)-1,10-phenanthroline 
• 5394-23-0 4,7-dichloro-1,10-phenanthroline 

Relevant articles and documents

Palladium-Catalyzed Intramolecular Cyclization of Nitroalkenes: Synthesis of Thienopyrroles

In the presence of carbon monoxide, the palladium/phenanthroline system catalyzes the intramolecular amination of thiophene rings following the reduction of a nitroalkene moiety directly attached to the S-heterocyclic ring. Optimization of the ligand and reaction conditions allowed the synthesis of a series of thienopyrroles aryl/alkyl-substituted at either the 2- or 3-position of the pyrrole ring. By using low pressures of carbon monoxide (5 bars), high yields of fused bicyclic compounds have been obtained (up to 98 % yield).

4,7-Dimethoxy-1,10-phenanthroline: An excellent ligand for the Cu-catalyzed N-arylation of imidazoles

4,7-Dimethoxy-1,10-phenanthroline (L) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazole with aryl iodides and bromides under mild conditions. A variety of hindered and functionalized imidazoles and aryl halides were transformed in good to excellent yields.