158014-74-5

Basic information

• Product Name: 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid
• Synonyms: [2,2':6',2"-terpyridine]-4'-yl-benzoic acid;4'-(4-carboxyphenyl)-6,2':6',2''-terpyridine;4'-(4-Carboxyphenyl)-2,2':6',2''-terpyridine;4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid;4-[2,2':6',2"-terpyridine]-4'-yl-benzoic acid;4-[2,2':6',2"-terpyridine]-4'-yl-benzoic acid 97%;4'-(4-hydrocarboxyphenyl)-2,2':6',2''-terpyridine
• CAS NO: 158014-74-5
• Molecular Formula: C₂₂H₁₅N₃O₂
• Molecular Weight: 353
• Mol File: 158014-74-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 338 °C
• Boiling Point: 560.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.273
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.49±0.10(Predicted)
• CAS DataBase Reference: 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid(158014-74-5)
• EPA Substance Registry System: 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid(158014-74-5)

Safety Data

• Hazardous Substances Data: 158014-74-5(Hazardous Substances Data)

Usage

General Description

4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid is a compound with a complex structure, consisting of a benzene ring with a carboxylic acid group attached to one end, and a terpyridine group attached to the other end. The terpyridine group is a nitrogen-containing heterocyclic compound with three pyridine rings connected in a linear fashion. 4-[2,2':6',2''-Terpyridin]-4'-ylbenzoic acid can form coordination complexes with metal ions, making it useful in applications such as catalysis, sensing, and molecular recognition. It has potential uses in fields such as materials science, supramolecular chemistry, and pharmaceuticals. Additionally, its chemical structure and properties make it a subject of interest in areas of research such as metal-organic frameworks and self-assembly chemistry.

Upstream product

• 1571-08-0 methyl 4-formylbenzoate 
• 1122-62-9 2-acetylpyridine 
• 619-66-9 4-Carboxybenzaldehyde 
• 89972-77-0 4'-(4-methylphenyl)-2,2':6',2-terpyridine 
• 1161783-92-1 4'-(4-carboxyphenyl)-2,2':6',2-terpyridine sodium salt 
• 625450-58-0 4-((E)-3-oxo-3-pyridin-2-yl-propenyl)-benzoic acid methyl ester 
• 897037-23-9 4′?(4?methoxycarbonylphenyl)?2,2′:6′,2″?terpyridine 

Downstream Products

• 1410795-07-1 [Ru(bpy-ph-NH-CO-trpy)(bpy)(Cl)]PF₆ 
• 1380114-95-3 [Ru(4-([2,2′:6′,2″-terpyridin]-4′-yl)benzoic acid)(bpy)(Cl)]Cl 
• 637740-33-1 trichloro(4-(4-carboxyphenyl)-2,2':6,2''-terpyridine)ruthenium(III) 

Relevant articles and documents

Fluorescent hydrogel formation from carboxyphenyl-terpyridine

We report the analysis of a novel terpyridine based supramolecular hydrogel which shows fluorescent properties in the gel but not in the sol form; the gel forms in a narrow pH range in aqueous solutions specifically in the presence of sodium ions, and con

Expanded ligands: Bis(2,2′:6′,2″-terpyridine carboxylic acid)ruthenium(ii) complexes as metallosupramolecular analogues of dicarboxylic acids

Ligands in which multiple metal-binding domains are linked by a metal-containing moiety rather than a conventional organic group are described as "expanded ligands". The use of 4,4′-difunctionalised {Ru(tpy)2} units provides a linear spacer bet

Postsynthetic modification of single Pd sites into uncoordinated polypyridine groups of a MOF as the highly efficient catalyst for Heck and Suzuki reactions

A novel holmium(iii) metal-organic framework (Ho-MOF), namely, [Ho(2-TriPP-COO)3] (2) has been hydrothermally obtained using 4′-(4-carboxyphenyl)-2,2′:6′,2′′-terpyridine (2-TriPP-COOH) and Ho(NO3)3·5H2O, and it is structurally characterized by single-crystal XRD, powder XRD as well as elemental analysis. The postsynthetic modification of Ho-MOF is based on the utilization of a strong coordination effect between Pd2+ ions and free polypyridine groups in the skeleton of Ho-MOF, which play a critical role to access the highly efficient Pd-HoMOF catalyst. Also, Pd-HoMOF exhibits very high activity in Heck and Suzuki-Miyaura cross-coupling reactions. Moreover, the MOF catalyst displays good thermal stability (up to 400 °C), and it can be recovered and reused for five reaction cycles. The bridging between the MOF structure and homogeneous molecular Pd catalyst represents a good example in designing highly efficient catalysts for various fine chemical transformations.

Wirelike dinuclear ruthenium(II)polyterpyridine complexes based on D–P–A architecture: Experimental and theoretical investigation

To accomplish the goal of prolonged excited state, efficient for interfacial electron injection and low electron-hole recombination (LUMO?→?HOMO of complex) we have synthesized a heteroleptic complexes 1 and 2 based on D–P–A architecture (where P?=?Photosensitizer, A?=?Acceptor and D?=?Donor). The complexes 1 and 2 show the average excited state lifetimes (τavg) of 25?ns and 12.67?ns respectively compared to 0.25?ns for [Ru(tpy)2]2PF6. The τavg of such an order is sufficient for performing the interfacial electron transfer into the conduction band of TiO2 and redox chemistry of excited state. The electrochemical studies exhibit the oxidation potential (Eox) of 1.23?V and 1.27?V vs SCE with associated excited-state redox potentials (Eox*=?0.95?V and ?0.85?V and Ered*=1.0?V and 0.88?V for complexes 1 and 2 respectively) have evidence for stronger reductant and oxidant behaviour in 1MLCT excited state. Subsequent interfacial study with TiO2 nanocrystal is in good agreement with photo induced electron injection from LUMO of complex to conduction band (CB) of TiO2 as LUMO level (?3.22?eV and 3.16?eV for complexes 1 and 2 respectively) of complexes is above the CB of TiO2 (?3.65?eV). The experimental photophysical results of both the complexes are well supported by time dependent density functional theory.