129485-83-2

Basic information

• Product Name: 3,5-DI(2-PYRIDYL)PYRAZOLE
• Synonyms: 3,5-DI(2-PYRIDYL)PYRAZOLE;Dipyridylpyrazole;2,2'-(1H-Pyrazole-3,5-diyl)dipyridine;2-[5-(2-Pyridinyl)-1H-pyrazol-3-yl]pyridine
• CAS NO: 129485-83-2
• Molecular Formula: C₁₃H₁₀N₄
• Molecular Weight: 222.25
• Mol File: 129485-83-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 188 °C
• Boiling Point: 476.5 °C at 760 mmHg
• Flash Point: 270.3 °C
• Appearance: /
• Density: 1.248 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: within almost transparency in hot Methanol
• PKA: 9.96±0.19(Predicted)
• CAS DataBase Reference: 3,5-DI(2-PYRIDYL)PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-DI(2-PYRIDYL)PYRAZOLE(129485-83-2)
• EPA Substance Registry System: 3,5-DI(2-PYRIDYL)PYRAZOLE(129485-83-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 129485-83-2(Hazardous Substances Data)

Usage

Description

3,5-Di(2-pyridyl)pyrazole, a heterocyclic organic compound with the molecular formula C11H8N4, is widely recognized for its role as a ligand in coordination chemistry. Characterized by its two pyridine rings attached to a central pyrazole ring, this compound is known for its capacity to form complexes with various metal ions. Its structural attributes and metal-binding capabilities render it a valuable component in the synthesis of coordination polymers and metal-organic frameworks, making it a versatile and significant chemical in the realm of coordination chemistry.

Uses

Used in Coordination Chemistry:
3,5-Di(2-pyridyl)pyrazole is used as a ligand for forming complexes with metal ions, which is crucial in the development of coordination polymers and metal-organic frameworks. Its ability to bind with metal ions is instrumental in creating stable and functional structures that can be tailored for specific applications.
Used in Catalysis:
In the field of catalysis, 3,5-Di(2-pyridyl)pyrazole is employed as a ligand to enhance the catalytic activity of metal catalysts. 3,5-DI(2-PYRIDYL)PYRAZOLE's interaction with metal ions can improve the selectivity and efficiency of catalytic processes, making it a valuable component in the design of new catalysts.
Used in Materials Science:
3,5-Di(2-pyridyl)pyrazole is utilized in materials science for the creation of advanced materials with unique properties. Its role in the formation of metal-organic frameworks contributes to the development of materials with applications in gas storage, separation, and sensing, among others.
Used in Pharmaceutical and Chemical Research:
3,5-DI(2-PYRIDYL)PYRAZOLE's metal-binding properties also make it a useful tool in pharmaceutical and chemical research, where it can be employed to study the interactions between metal ions and organic molecules, potentially leading to the discovery of new drugs and chemical processes.

Upstream product

• 1122-62-9 2-acetylpyridine 
• 2524-52-9 ethyl-2-picolinate 
• 10198-89-7 1-(2-pyridyl)-3-(2-pyridyl)-1,3-propanedione 
• 129485-44-5 (2Z)-3-hydroxy-1,3-di(2-pyridinyl)-2-propen-1-one 
• 2459-07-6 methyl pyridine-2-carboxylate 

Downstream Products

• 1354040-33-7 C₂₀H₁₅FN₄ 
• 1354040-83-7 C₂₀H₁₄FIN₄ 
• 872005-85-1 [[Fe(NCS)(4-phenylpyridine)]2(μ-3,5-bis(2-pyridyl)-pyrazole(1-))2] 
• 872005-84-0 [[Co(NCS)(4-phenylpyridine)]2(μ-3,5-bis(2-pyridyl)-pyrazole(1-))2] 
• 1146058-99-2 [(η5-C5H5)Os(3,5-bis(2-pyridyl)pyrazole)(PPh3)]PF6 
• 1146058-97-0 [(η5-C5H5)Ru(3,5-bis(2-pyridyl)pyrazole)(PPh3)]PF6 
• 1146059-01-9 [(η5-C5Me5)Ru(3,5-bis(2-pyridyl)pyrazole)(PPh3)]PF6 

Relevant articles and documents

Highly efficient green electroluminescence of iridium(iii) complexes based on (1: H -pyrazol-5-yl)pyridine derivatives ancillary ligands with low efficiency roll-off

Four iridium(iii) complexes, namely Ir-me, Ir-cf3, Ir-py, and Ir-ph, were synthesized, in which 2-(4-trifluoromethyl)phenylpyridine (tfmppy) was used as the main ligand and 2-(3-methyl-1H-pyrazol-5-yl)pyridine (mepzpy), 2-(3-(trifluoromethyl)-1H-pyrazol-5-yl)pyridine (cf3pzpy), 2,2′-(1H-pyrazole-3,5-diyl)dipyridine (pypzpy), and 2-(3-phenyl-1H-pyrazol-5-yl)pyridine (phpzpy) were applied as ancillary ligands, respectively. All complexes showed similar green light peaking at 494-499 nm with high phosphorescence quantum efficiency (0.76-0.82). The organic light-emitting diodes (OLEDs) with the structure of ITO/HATCN (hexaazatriphenylenehexacabonitrile) (5 nm)/TAPC (bis[4-(N,N-ditolylamino)-phenyl]cyclohexane, 50 nm)/Ir complexes (8 wt%): TCTA (4,4′,4′′-tri(9-carbazoyl)triphenylamine, 20 nm)/TmPyPB (1,3,5-tri[(3-pyridyl)-phen-3-yl]benzene, 40 nm)/LiF (1 nm)/Al (100 nm) displayed high current efficiency with low efficiency roll-off. Moreover, the device based on the Ir-me complex exhibited the best performances with a maximum luminance of 38 155 cd m-2, maximum current efficiency of 92 cd A-1, and a maximum external quantum efficiency of 28.90%. These results suggested that green Ir(iii) complexes were obtained by modification of the ppy ligand and rational introduction of (1H-pyrazol-5-yl)pyridine derivatives as the ancillary ligands for high efficient OLEDs.

SYNTHESIS AND REACTIONS OF NOVEL 1,3-DIPYRIDINYL-1,3-PROPANEDIONES

Claisen condensation leading to new 1,3-dipyridinyl-1,3-propanediones Id-If is described.The series of 3,5-dipyridinylpyrazoles IIa-IIf was completed and N-phenyl derivatives IIg-IIi, as well as isoxazoles IIIa and IIIb, were prepared.