87518-61-4

Basic information

• Product Name: 1,10-Phenanthroline, 2,9-bis(chloromethyl)-
• CAS NO: 87518-61-4
• Molecular Formula: C14H10Cl2N2
• Molecular Weight: 277.153
• Mol File: 87518-61-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,10-Phenanthroline, 2,9-bis(chloromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,10-Phenanthroline, 2,9-bis(chloromethyl)-(87518-61-4)
• EPA Substance Registry System: 1,10-Phenanthroline, 2,9-bis(chloromethyl)-(87518-61-4)

Safety Data

• Hazardous Substances Data: 87518-61-4(Hazardous Substances Data)

Usage

General Description

1,10-Phenanthroline, 2,9-bis(chloromethyl)- is a chemical compound that contains a phenanthroline core with two chloromethyl groups attached at positions 2 and 9. It is commonly used as a chelating ligand in metal coordination chemistry and acts as a bidentate ligand, forming stable complexes with transition metal ions. These complexes have been studied for their potential use in a variety of applications, including catalysis, luminescent materials, and biological imaging. The chloromethyl groups also make this compound a versatile building block for the synthesis of more complex molecules through organic synthesis. Overall, 1,10-Phenanthroline, 2,9-bis(chloromethyl)- has applications in a wide range of scientific fields due to its unique coordination properties and reactivity.

Upstream product

• 57709-62-3 1,10-phenanthroline-2,9-dicarboxaldehyde 
• 78831-41-1 2,9-Bis(trichloromethyl)-1,10-phenanthroline 
• 78831-36-4 1,10-phenanthroline-2,9-dimethanol 
• 484-11-7 2.9-dimethyl-1,10-phenanthroline 

Downstream Products

• 350014-32-3 5-oxa-2,8-dithia[9](2,9)-1,10-phenanthrolinophane 
• 98217-78-8 tetraethyl((1,10-phenanthroline-2,9-diyl)bis(methylene))bis-(phosphonate) 
• 116088-54-1 C₆₃H₅₁N₉O₆S₃ 
• 116088-52-9 7,8,9,18,19,20-hexahydro-18,19-bis((4-methylphenyl)-sulfonyl)-1,21:4,6:10,12:15,17-tetraethenodibenzo<1,4,7,10,13,16>hexaazacyclooctadecine 
• 183310-21-6 2,5,8-trithia-[9](2,9)-1,10-phenanthrolinophane 

Relevant articles and documents

A new tetradentate mixed aza-thioether macrocycle and its complexation behavior towards Fe(II), Ni(II) and Cu(II) ions

A new tetradentate mixed aza-thioether macrocyclic ligand 2,6-dithia[7](2,9)-1,10-phenanthrolinophane ([13]ane(phenN2)S2) was successfully synthesized. Reacting metal precursors [Fe(CH3CN)2(OTf)2], Ni(ClO4)2·6H2O, and Cu(ClO4)2·6H2O with one equivalent of [13]ane(phenN2)S2 afforded [Fe([13]ane(phenN2)S2)(OTf)2] (1), [Ni([13]ane(phenN2)S2)](ClO4)2 (2(ClO4)2), and [Cu([13]ane(phenN2)S2)(OH2)](ClO4)2 (3(ClO4)2), respectively. The structures of [13]ane(phenN2)S2 and all of its metal complexes were investigated by X-ray crystallography. The [13]ane(phenN2)S2 was found to behave as a tetradentate ligand via its donor atoms N and S.

Catalytic hydrolysis of phosphate esters by metallocomplexes of 1,10-phenanthroline derivatives in micellar solution

Divalent metal-ion complexes of 2,9-bis-1,10-phenanthroline (C12Phen-MII) in neutral Brij 35 micelles catalyse the hydrolysis of various phosphate triesters, diesters and monoesters.The catalytic activity of C12Phen-MII has been compared with that of the metal-ion complexes of its water-soluble counterpart 2,9-bis-1,10-phenanthroline (C1Phen-MII).Saturation kinetics provide evidence for preliminary formation of ligand-MII-phosphate ester complexes, which decay to products.The hydroysis of diphenyl 4-nitrophenyl phosphate (1b) coordinated to C12Phen-ZnII proceeds 8700 times faster than the hydrolysis of 1b in the absence of metallocatalyst.Kinetic studies indicate that phosphate triesters containing a metal-ion-binding site in close proximity to the phosphoryl bond, i.e., diphenyl 5-nitro-2-pyridyl phosphate (2b) and diphenyl 5-nitro-8-quinolyl phosphate (3), are hydrolysed by the same mechanism as 1b.