1223063-81-7

Basic information

• Product Name: 6-fluoro-2,2'-bipyridine
• Synonyms: 6-fluoro-2,2'-bipyridine
• CAS NO: 1223063-81-7
• Molecular Formula: C₁₀H₇FN₂
• Molecular Weight: 174
• Mol File: 1223063-81-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-fluoro-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-fluoro-2,2'-bipyridine(1223063-81-7)
• EPA Substance Registry System: 6-fluoro-2,2'-bipyridine(1223063-81-7)

Safety Data

• Hazardous Substances Data: 1223063-81-7(Hazardous Substances Data)

Usage

General Description

6-fluoro-2,2'-bipyridine, also known as 6-fluoro-2,2'-bipyridyl, is a chemical compound with the molecular formula C10H7FN. It is a substituted bipyridine, which is a class of organic compounds that contain two pyridine rings. This particular compound contains a fluorine atom in the 6-position, making it a halogenated bipyridine. It is commonly used as a ligand in coordination chemistry and is often employed in the synthesis of a variety of metal complexes. Its ability to form complexes with various transition metals makes it a versatile compound with applications in catalysis, material science, and bioinorganic chemistry. Additionally, it has potential applications in drug discovery and development due to its unique structure and reactivity.

Upstream product

• 13040-77-2 6-Chloro-[2,2']bipyridinyl 
• 144100-07-2 2-bromo-6-fluoropyridine 
• 17997-47-6 2-tri-n-butylstannylpyridine 
• 109-04-6 2-bromo-pyridine 

Downstream Products

• 135853-33-7 6-(1H-pyrazol-1-yl)-2,2'-bipyridine 

Relevant articles and documents

Telescoping the Synthesis of the [18F]CABS13 Alzheimer's Disease Radiopharmaceutical via Flow Microfluidic Rhenium(I) Complexations

The syntheses of rhenium(I) complexes were achieved under flow microfluidic conditions. The use of a single microreactor was applied towards complexation of the 6-chloro-2,2'-bipyridine diimine ligand, with ideal complexation conditions around 170 °C. Subsequent radiolabelling with [18F]fluoride was further achieved by flowing through a second heated microreactor, alongside a stream of dried radiofluorination media. Temperature modulation across both microreactors resulted in 23.6 % and 37.0 % radiochemical yield (RCY) of [18F]6-fluoro-2,2'-bipyridine and its associated [18F]tricarbonyl(2-fluoro-2,2'-bipyridine)rhenium(I) chloride complex, respectively. Translation of this set-up to the synthesis of the [18F]CABS13 Alzheimer's disease positron emission tomography (PET) imaging agent was achieved with the incorporation of a third microreactor to enable thermal control of the complexation, fluorination and decomplexation pathways. Optimal RCYs of 2.7 % and 1.9 % of [18F]CABS13 and its rhenium(I) complexation were achieved in-flow, respectively. However, discrepancies in the RCYs were found to arise from differences in the grade of anhydrous dimethyl sulfoxide (DMSO) employed in the continuous-flow reactions. Anhydrous DMSO from Sigma-Aldrich (≤ 99.9 %) in former experiments afforded higher yielders in comparison to replicate experiments employing anhydrous DMSO from Merck Millipore (≤ 99.7 %), thus demonstrating that control of the solvent grade is key to optimizing reaction RCYs.

A novel approach for rhodium(iii)-catalyzed C-H functionalization of 2,2′-bipyridine derivatives with alkynes: A significant substituent effect

We described a novel approach for the C-H functionalization of 2,2′-bipyridine derivatives with alkynes. DFT calculations and experimental data showed a significant substituent effect at the 6-position of 2,2′-bipyridine, which weakened the adjacent N-Rh bond and provided the possibility of subsequent rollover cyclometalation, C-H activation, and functionalization.

Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium 2-pyridyl trifluoroborate with aryl (heteroaryl) halides

Palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of potassium pyridine-2-trifluoroborates and various aryl (heteroaryl) halides can generate the corresponding desired coupling products with moderate to good yields. It can be carried out under the conditions with ethanol as solvent, Pd(OAc) 2 and SPhos as catalyst system and Na2CO3 as a base.