146581-82-0

Basic information

• Product Name: 2,2'-BIPYRIDINE-4-CARBALDEHYDE
• Synonyms: 2,2'-BIPYRIDINE-4-CARBALDEHYDE;2-pyridin-2-ylpyridine-4-carbaldehyde;2,2'-bipyridine-4-carboxaldehyde
• CAS NO: 146581-82-0
• Molecular Formula: C₁₁H₈N₂O
• Molecular Weight: 184.19
• Mol File: 146581-82-0.mol

Chemical Properties

• Melting Point: 94-95 °C(Solv: hexane (110-54-3))
• Boiling Point: 361.3±32.0 °C(Predicted)
• Appearance: /
• Density: 1.205±0.06 g/cm3(Predicted)
• PKA: 3.74±0.22(Predicted)
• CAS DataBase Reference: 2,2'-BIPYRIDINE-4-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRIDINE-4-CARBALDEHYDE(146581-82-0)
• EPA Substance Registry System: 2,2'-BIPYRIDINE-4-CARBALDEHYDE(146581-82-0)

Safety Data

• Hazardous Substances Data: 146581-82-0(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
2,2'-BIPYRIDINE-4-CARBALDEHYDE is used as a ligand for forming stable and selective metal complexes. Its coordination chemistry properties make it a valuable tool in various chemical reactions and industrial processes.
Used in Catalysis:
2,2'-BIPYRIDINE-4-CARBALDEHYDE is used as a catalyst in certain chemical reactions due to its ability to form stable metal complexes, enhancing the efficiency and selectivity of the reactions.
Used in Organic Synthesis:
2,2'-BIPYRIDINE-4-CARBALDEHYDE is used as a building block or intermediate in the synthesis of various organic compounds, taking advantage of its reactivity and unique structure.
Used in Material Science:
2,2'-BIPYRIDINE-4-CARBALDEHYDE has been studied for its potential applications in material science, where its unique properties can contribute to the development of new materials with specific characteristics and functions.

Upstream product

• 56100-19-7 4-methyl-2,2'-bipyridine 
• 26482-00-8 1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide 
• 68-12-2 N,N-dimethyl-formamide 
• 14162-95-9 4-bromo-2,2'-bipyridyl 
• 33421-43-1 2,2'-bipyridyl N-oxide 
• 14163-00-9 4-nitro-2,2'-bipyridine N-oxide 
• 366-18-7 [2,2]bipyridinyl 

Downstream Products

• 896732-96-0 4-[bis-(4-prop-2-ynyloxy-phenyl)-methyl]-[2,2']bipyridinyl 

Relevant articles and documents

Electrochemical probing of ground state electronic interactions in polynuclear complexes of a new heteroditopic ligand

The synthesis and electronic properties of dinuclear ([(bipy) 2Ru(I)M(terpy)][PF6]4 (bipy = 2,2′-bipyridine, terpy = 2,2′:6′,2″-terpyridine; M = Ru, Os)) and trinuclear ([{(bipy)2Ru(I)}2M][PF6]6 M = Ru, Os, Fe, Co) complexes bridged by 4′-(2,2′-bipyridin-4-yl)-2,2′:6′, 2″-terpyridine (I) have been investigated and are compared with those of mononuclear model complexes. The electrochemical analysis using cyclic voltammetry and differential pulse voltammetry reveals that there are no interactions in the ground state between adjacent metal centres. However, there is strong electronic communication between the 2,2′-bipyridine and 2,2′:6′,2″-terpyridine components of the bridging ligand. This conclusion is supported by a step-by-step reduction of the dinuclear and trinuclear complexes and the assignment of each electrochemical process to localised ligand sites within the didentate and terdentate domains. The investigation of the electronic absorption and emission spectra reveals an energy transfer in the excited state from the terminating bipy-bound metal centres to the central terpy-bound metal centre. This indicates that the bridge is able to facilitate energy transfer in the excited state between the metal centres despite the lack of interactions in the ground state.

Microwave assisted synthesis of 3-(2,2′-bipyridine-4-yl)-2-propenoic acid ethyl ester

Abstract: 3-(2,2′-Bipyridine-4-yl)-2-propenoic acid ethyl ester which may be used for the introduction of metal coordination sites in polyacrylates is synthesized by an improved synthetic route to the key intermediate 4-bromo-2,2′-bipyridine working under microwave conditions, which leads to drastic shortening of reaction times, as well as to the reduction of reaction steps. In addition, a synthetic procedure to formyl-bipyridines that is not based on reductive or oxidative reaction conditions could be applied. Starting from the formyl-bipyridine derivative the title compound may be effectively generated using modified Horner–Wadsworth–Emmons reaction conditions to yield the new ligand. Graphical abstract: [Figure not available: see fulltext.].