220339-96-8

Basic information

• Product Name: 2,2'-BIPYRIDIN-5-YLMETHANAMINE
• Synonyms: 2,2'-BIPYRIDIN-5-YLMETHANAMINE;2,2'-Bipyridine-5-ylmethanamine;[2,2'-Bipyridine]-5-MethanaMine;(6-(Pyridin-2-Yl)Pyridin-3-Yl)MethanaMine
• CAS NO: 220339-96-8
• Molecular Formula: C₁₁H₁₁N₃
• Molecular Weight: 185.23
• Mol File: 220339-96-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 109-112 °C
• Boiling Point: 356.2±37.0 °C(Predicted)
• Appearance: /
• Density: 1.149±0.06 g/cm3(Predicted)
• PKA: 7.82±0.29(Predicted)
• CAS DataBase Reference: 2,2'-BIPYRIDIN-5-YLMETHANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRIDIN-5-YLMETHANAMINE(220339-96-8)
• EPA Substance Registry System: 2,2'-BIPYRIDIN-5-YLMETHANAMINE(220339-96-8)

Safety Data

• Hazardous Substances Data: 220339-96-8(Hazardous Substances Data)

Usage

Description

2,2'-Bipyridin-5-ylmethanamine, also known as bipyridine, is a chemical compound belonging to the class of 2,2'-bipyridines. It is commonly used as a ligand in coordination chemistry, particularly in the synthesis of metal complexes. 2,2'-BIPYRIDIN-5-YLMETHANAMINE is known for its ability to form stable complexes with transition metals, making it valuable in the field of coordination chemistry. Additionally, 2,2'-bipyridin-5-ylmethanamine can also act as a fluorescent probe in biological and environmental studies due to its unique photophysical properties.

Uses

Used in Coordination Chemistry:
2,2'-Bipyridin-5-ylmethanamine is used as a ligand for the synthesis of metal complexes, particularly in coordination chemistry. Its ability to form stable complexes with transition metals makes it valuable in this field.
Used in Catalysis:
2,2'-Bipyridin-5-ylmethanamine is used as a catalyst in various chemical reactions. Its coordination with metal complexes enhances the catalytic activity and selectivity of the reactions.
Used in Materials Science:
2,2'-Bipyridin-5-ylmethanamine is used in the development of new materials with unique properties. Its coordination with metal ions can lead to the formation of materials with potential applications in various fields, such as electronics, optics, and energy storage.
Used in Medicinal Chemistry:
2,2'-Bipyridin-5-ylmethanamine is used in medicinal chemistry for the design and synthesis of new drugs. Its coordination with metal ions can improve the pharmacological properties of the compounds, such as their stability, solubility, and bioavailability.
Used as a Fluorescent Probe in Biological and Environmental Studies:
2,2'-Bipyridin-5-ylmethanamine is used as a fluorescent probe in biological and environmental studies. Its unique photophysical properties allow for the detection and monitoring of various biological processes and environmental contaminants.

Upstream product

• 219944-93-1 5-chloromethyl-2,2'-bipyridine 
• 109-04-6 2-bromo-pyridine 
• 120740-10-5 C-(6-bromopyridin-3-yl)methylamine 
• 56100-20-0 5-methyl-2,2'-bipyridine 
• 26482-00-8 1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide 
• 1122-62-9 2-acetylpyridine 
• 58792-53-3 2,2'-bipyridine-5-carboxylic acid methyl ester 
• 146581-87-5 2-(pyrid-2-yl)-5-hydroxymethyl-pyridine 
• 13737-05-8 2-trimethylstannylpyridine 
• 73781-91-6 6-Chloronicotinic acid methyl ester 
• 98007-15-9 5-bromomethyl-2,2'-bipyridine 
• 7647-01-0 hydrogenchloride 
• 100-97-0 hexamethylenetetramine 

Downstream Products

• 1620480-65-0 1,4-bis([N'-[2,2']-bipyridin-5-yl-methyl]-thioureido)benzene 
• 1620480-66-1 1,3-bis([N-[2,2']-bipyridin-5-yl-methyl]-thioureido)benzene 
• 1373944-81-0 C₂₈H₂₂ClFN₆O₃ 
• 1390626-17-1 C₂₅H₂₁N₇O₄ 
• 1390626-15-9 1-(2,2'-bipyridin-5-ylmethyl)-3-(2-nitrophenyl)urea 

Relevant articles and documents

A metal ion regulated artificial metalloenzyme

Regulation of enzyme activity is essential in living cells. The rapidly increasing number of designer enzymes with new-to-nature activities makes it necessary to develop novel strategies for controlling their catalytic activity. Here we present the development of a metal ion regulated artificial metalloenzyme created by combining two anchoring strategies, covalent and supramolecular, for introducing a regulatory and a catalytic site, respectively. This artificial metalloenzyme is activated in the presence of Fe2+ ions, but only marginally in the presence of Zn2+.

Rotaxane synthesis exploiting the M(i)/M(III) redox couple

In the context of advancing the use of metal-based building blocks for the construction of mechanically interlocked molecules, we herein describe the preparation of late transition metal containing [2]rotaxanes (1). Capture and subsequent retention of the interlocked assemblies are achieved by the formation of robust and bulky complexes of rhodium(iii) and iridium(iii) through hydrogenation of readily accessible rhodium(i) and iridium(i) complexes [M(COD)(PPh3)2][BArF4] (M = Rh, 2a; Ir, 2b) and reaction with a bipyridyl terminated [2]pseudorotaxane (3·db24c8). This work was underpinned by detailed mechanistic studies examining the hydrogenation of 1p;:p;1 mixtures of 2 and bipy in CH2Cl2, which proceeds with disparate rates to afford [M(bipy)H2(PPh3)2][BArF4] (M = Rh, 4a[BArF4], t = 18 h @ 50 °C; Ir, 4b[BArF4], t 2Cl2 (1 atm H2). These rates are reconciled by (a) the inherently slower reaction of 2a with H2 compared to that of the third row congener 2b, and (b) the competing and irreversible reaction of 2a with bipy, leading to a very slow hydrogenation pathway, involving rate-limiting substitution of COD by PPh3. On the basis of this information, operationally convenient and mild conditions (CH2Cl2, RT, 1 atm H2, t ≤ 2 h) were developed for the preparation of 1, involving in the case of rhodium-based 1a pre-hydrogenation of 2a to form [Rh(PPh3)2]2[BArF4]2 (8) before reaction with 3·db24c8. In addition to comprehensive spectroscopic characterisation of 1, the structure of iridium-based 1b was elucidated in the solid-state using X-ray diffraction.

Reductive couplings of 2-halopyridines without external ligand: Phosphine-free nickel-catalyzed synthesis of symmetrical and unsymmetrical 2,2'-bipyridines

An unexpectedly facile synthetic approach for symmetrical and unsymmetrical 2,2'-bipyridines through the Ni-catalyzed reductive couplings of 2-halopyridines was developed. The couplings were efficiently catalyzed by 5 mol % of NiCl2.6H2O without the use of external ligands. A variety of 2,2'-bipyridines including caerulomycin F have been efficiently synthesized.