65182-59-4

Basic information

• Product Name: 1,8-Naphthyridine, 2-(4-bromophenyl)-
• CAS NO: 65182-59-4
• Molecular Formula: C14H9BrN2
• Molecular Weight: 285.143
• Mol File: 65182-59-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,8-Naphthyridine, 2-(4-bromophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Naphthyridine, 2-(4-bromophenyl)-(65182-59-4)
• EPA Substance Registry System: 1,8-Naphthyridine, 2-(4-bromophenyl)-(65182-59-4)

Safety Data

• Hazardous Substances Data: 65182-59-4(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of 1,8-Naphthyridine, 2-(4-bromophenyl)-.

Explanation

It is composed of a naphthyridine ring with a brominated phenyl group attached at the 2-position.

Explanation

The molecular formula indicates the presence of these elements in the compound.

Explanation

It is used in the development of various pharmaceutical products due to its potential as an antimicrobial agent and as a precursor for the synthesis of biologically active molecules.

Explanation

It is utilized in the development of agrochemicals, which are chemicals used in agriculture to protect crops from pests and diseases.

Explanation

It is used in the development of new materials with specific properties, such as organic semiconductors and photovoltaic devices.

Explanation

It has shown potential as an antimicrobial agent, which can be used to inhibit the growth of microorganisms.

Explanation

It serves as a starting material for the synthesis of other biologically active molecules with potential applications in various fields.

Explanation

It has been used in the development of organic semiconductors, which are materials that can conduct electricity and have properties similar to inorganic semiconductors.

Explanation

It has been utilized in the development of photovoltaic devices, which are devices that convert sunlight into electrical energy.

Structure

Heterocyclic organic compound

Composition

Contains carbon (C), hydrogen (H), bromine (Br), and nitrogen (N) atoms

Application

Pharmaceutical industry

Application

Agrochemicals

Application

Materials science

Potential

Antimicrobial agent

Role

Precursor for the synthesis of biologically active molecules

Utilization

Development of organic semiconductors

Utilization

Development of photovoltaic devices

Upstream product

• 7521-41-7 2-Aminonicotinaldehyde 
• 25856-01-3 1-(4-bromophenyl)-3-phenylpropane-1,3-dione 
• 99-90-1 para-bromoacetophenone 
• 589-87-7 1,4-bromoiodobenzene 

Relevant articles and documents

New naphthyridine-based bipolar host materials for thermally activated delayed fluorescent organic light-emitting diodes

A series of bipolar host materials, namely, o-, m-, p-NPCz and o-, m-, p-NPDa, composing of electron-transporting naphthyridine (NP) and phenylene bridge with ortho-, meta-, and para-substituted hole-transporting carbazole (Cz)/diphenylamine (Da) were synthesized and characterized. By adjusting the linkage topology, the physical properties are subtly tuned. The characteristics of devices employing these new bipolar hosts with green thermally activated delayed fluorescence (TADF) emitter 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) employed as emitter were investigated under the same device structure. Among these hosts, carbazole-based NPCz can perform efficient energy transfer from the host to the dopant and better exciton confinement in the emitting layer due to higher triplet energy and deeper HOMO/LUMO level than those of diphenylamine-based NPDa. The device with o-NPCz as bipolar host exhibits the best device performance with external quantum efficiency of 18.4% and low efficiency roll-off. However, o-, m-, p-NPDa with lower ET and shallower HOMO levels than 4CzIPN exhibit inferior host to dopant energy transfer. Instead, the exciplex formation between host and 4CzIPN, which was verified by TRPL, led the resulting EL spectra of the NPDa-based devices broad with yellow to orange emissions.

Transition metal-free α-methylation of 1,8-naphthyridine derivatives using DMSO as methylation reagent

A practical approach to the direct α-methylation of 1,8-naphthyridines under mild reaction conditions has been developed using simple and readily available DMSO as a convenient and environmentally friendly carbon source. This method is transition metal-free and highly chemoselective, shows good functional group tolerance, and uses DMSO as a methyl source, providing efficient and rapid access to an important compound class, 2-methyl-1,8-naphthyridines.

Ruthenium-Catalyzed Enantioselective Hydrogenation of 1,8-Naphthyridine Derivatives

The first asymmetric hydrogenation of 2,7-disubstituted 1,8-naphthyridines catalyzed by chiral cationic ruthenium diamine complexes has been developed. A wide range of 1,8-naphthyridine derivatives were effectively hydrogenated to give 1,2,3,4-tetrahydro-1,8-naphthyridines with up to 99% ee and full conversions. The method provides a practical and facile approach to the preparation of valuable chiral heterocyclic building blocks and useful motifs for a new kind of P,N-ligand.