4916-57-8

Basic information

• Product Name: 1,2-BIS(4-PYRIDYL)ETHANE
• Synonyms: 4,4'-ETHYLENEDIPYRIDINE;1,2-DI-(4-PYRIDYL) ETHANE;1,2-BIS(4-PYRIDYL)ETHANE;4,4'-Ethylenebis(pyridine);4,4'-Ethylenebispyridine;1,2-Bis(4-pyridyl)ethane,97%;1,2-Bis(4-pyridyl)ethane,4,4′-Ethylenedipyridine;1,2-Bis(4-pyridyl)ethane ,96%
• CAS NO: 4916-57-8
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.24
• EINECS: 225-543-2
• Product Categories: Heterocyclic Compounds
• Mol File: 4916-57-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 110-112 °C(lit.)
• Boiling Point: 174 °C / 3mmHg
• Flash Point: 117.2 °C
• Appearance: White to light yellow or pinkish/Crystals or Crystalline Powder
• Density: 1.1160 (rough estimate)
• Vapor Pressure: 0.00111mmHg at 25°C
• Refractive Index: 1.6266 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: 6.13±0.10(Predicted)
• CAS DataBase Reference: 1,2-BIS(4-PYRIDYL)ETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(4-PYRIDYL)ETHANE(4916-57-8)
• EPA Substance Registry System: 1,2-BIS(4-PYRIDYL)ETHANE(4916-57-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 4916-57-8(Hazardous Substances Data)

Usage

Description

1,2-Bis(4-pyridyl)ethane, also known as BPE, is an N-donor ligand characterized by its ability to form molecular and coordination polymers with metal ions. It is a flexible bridging ligand that plays a crucial role in the synthesis of metal-organic frameworks (MOFs) and other coordination compounds.

Uses

Used in Chemical Synthesis:
1,2-Bis(4-pyridyl)ethane is used as a flexible bridging ligand for the formation of metal-organic frameworks (MOFs) and coordination polymers. Its application in this field is due to its ability to connect metal ions, creating stable and diverse structures with potential applications in various industries.
Used in Catalysis:
In the field of catalysis, 1,2-Bis(4-pyridyl)ethane is used as a ligand to create metal complexes that can act as catalysts in various chemical reactions. The ligand's ability to bind with metal ions enhances the catalytic activity and selectivity of the resulting complexes.
Used in Pharmaceutical Applications:
Although not explicitly mentioned in the provided materials, 1,2-Bis(4-pyridyl)ethane and its metal complexes have potential applications in the pharmaceutical industry. They can be used in the development of new drugs, particularly in the areas of cancer therapy and other therapeutic applications, due to their ability to form stable complexes with metal ions.
Used in Material Science:
In material science, 1,2-Bis(4-pyridyl)ethane is used in the development of new materials with specific properties, such as conductivity, magnetism, or optical properties. The ligand's ability to form coordination polymers and MOFs allows for the creation of materials with tailored properties for various applications, including sensors, energy storage, and gas separation.

InChI:InChI=1/C12H12N2/c1(11-3-7-13-8-4-11)2-12-5-9-14-10-6-12/h3-10H,1-2H2

Upstream product

• 108-89-4 picoline 
• 110-05-4 di-tert-butyl peroxide 
• 13362-78-2 trans-1,2-bis(pyridin-4-yl)ethene 
• 19524-06-2 4-bromopyridine hydrochloride 
• 94-36-0 dibenzoyl peroxide 
• 872-85-5 pyridine-4-carbaldehyde 
• 73564-69-9 1,2-bis(4-pyridyl)ethyne 
• 67-56-1 methanol 

Downstream Products

• 13362-78-2 trans-1,2-bis(pyridin-4-yl)ethene 
• 34788-74-4 pentaaquabenzylchromium(II) 

Relevant articles and documents

Luminescence of Amphiphilic PtII Complexes Controlled by Confinement

The formation of hybrid silica-based systems to study the effect of the confinement on the emission properties of self-assembled platinum(II) complexes is reported. The complexes behave as surfactants since they possess a hydrophobic moiety and, on the ancillary ligand, a relatively long hydrophilic chain terminated with a positively charged group. The compounds, soluble in water, self-assemble, even at very low concentration, in supramolecular structures which display an orange luminescence. The properties of the assemblies have been studied in detail and in order to stabilize these supramolecular architectures and to enhance their emission properties hybrid silica porous nanoparticles have been prepared. In particular the PtII complexes have been employed as co-surfactant for the template formation of mesoporous silica nanoparticles (MSNs) using a sol gel synthesis. Interestingly, upon encapsulation in the silica pores, the platinum aggregates exhibit an emission profile similar in energy to the complexes assembled in solution, but the photoluminescence quantum yields of the hybrid systems are significantly higher (up to 45 %), and the excited state lifetimes much longer than those recorded in solution. Such enhancement of the photophysical properties together with the possibility to process the hybrid silica nanomaterials can pave the way to new type of emitters.

Nitro-methyl redox coupling: Efficient approach to 2-hetarylbenzothiazoles from 2-halonitroarene, methylhetarene, and elemental sulfur

A simple, straightforward, and atom economic approach to 2-hetarylbenzothiazoles starting from 2-halonitroarene, methylhetarene, and elemental sulfur under mild conditions is described. The method is highlighted by the direct redox nitro-methyl reaction for carbon-nitrogen bond formation without an added oxidizing or reducing agent.

Cocondensation reactions of heterocyclic aromatic compounds with lithium, calcium and magnesium atoms at 77 K

Calcium and magnesium atoms were cocondensed with aromatic heterocycles containing five- and six-membered rings in the presence of THF at 77 K. In the case of calcium the cocondensation with five-membered heterocyclic compounds resulted in C-H bond activations and led to the corresponding aryl calcium compounds, while magnesium did not show comparable reactions. When six-membered heterocyclic compounds, e.g., pyridine and 4-methylpyridine (4-picoline) were cocondensed with calcium, magnesium and lithium atoms, all reactions led to the formation of non-metallated aromatic products and the formation of metal hydride. DFT calculations at the B3LYP/6-31G** level of theory were carried out in order to interpret the pathways of the cocondensation reactions using calcium atoms and identify the possible intermediates involved. In all reactions π- and σ-complexes between calcium atoms and the heterocyclic aromatic reactant were found as stable intermediates on the energy hypersurface.