64658-04-4

Basic information

• Product Name: 2-BROMO-4-METHYLQUINOLINE
• Synonyms: 2-BROMO-4-METHYLQUINOLINE
• CAS NO: 64658-04-4
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08122
• Mol File: 64658-04-4.mol

Chemical Properties

• Melting Point: 81-81.5 °C
• Boiling Point: 313.7 °C at 760 mmHg
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.488 g/cm³
• Vapor Pressure: 0.000901mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.15±0.50(Predicted)
• CAS DataBase Reference: 2-BROMO-4-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-METHYLQUINOLINE(64658-04-4)
• EPA Substance Registry System: 2-BROMO-4-METHYLQUINOLINE(64658-04-4)

Safety Data

• Hazardous Substances Data: 64658-04-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-4-methylquinoline is used as a chemical intermediate for the synthesis of pharmaceutical compounds due to its unique structure and potential biological activity. Its ability to interact with specific receptors in the body makes it a promising candidate for the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Bromo-4-methylquinoline is used as a building block for the synthesis of agrochemicals, such as pesticides and herbicides, owing to its potential biological activity and compatibility with other chemical structures.
Used in Materials Science:
2-Bromo-4-methylquinoline is used as a component in the development of organic light-emitting diodes (OLEDs) due to its potential electronic and optical properties, contributing to the advancement of display and lighting technologies.
Used in Antitumor Research:
2-Bromo-4-methylquinoline is used as an antitumor agent in research settings, where its potential to inhibit tumor growth and progression is being investigated. Its interaction with oncological signaling pathways and synergistic effects with conventional chemotherapeutic drugs are of particular interest.
Used in Drug Delivery Systems:
To enhance the therapeutic outcomes of 2-Bromo-4-methylquinoline, it is being studied for use in various drug delivery systems, including organic and metallic nanoparticles, to improve its bioavailability and targeting of cancer cells.

InChI:InChI=1/C10H8BrN/c1-7-6-10(11)12-9-5-3-2-4-8(7)9/h2-6H,1H3

Upstream product

• 607-66-9 4-methylquinolin-2-ol 
• 20151-40-0 2,4-dibromoquinoline 
• 74-88-4 methyl iodide 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 4053-40-1 4-methylquinoline 1-oxide 

Downstream Products

• 79140-31-1 4-methyl-2-(4-morpholinyl)quinoline 
• 7654-51-5 2,2′-biquinoline-4,4′-dicarboxylic acid 
• 4789-76-8 4-methyl-2-phenylquinoline 
• 40105-30-4 4-methylquinoline-2-carbaldehyde 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 

Relevant articles and documents

Organic optoelectronic functional material and application thereof

The invention belongs to the field of organic electroluminescent devices, and discloses an organic electroluminescent material containing a diquinolyl structure and application of the organic electroluminescent material. By using the organic electroluminescent material provided by the invention as an electron transport material, the produced device has good electron mobility and relatively-balanced current carrier transmission property, and the improvement efficiency of the device is facilitated. In addition, the organic electroluminescent material provided by the invention also can be furtherblended with a hole type main body material so as to form an exciplex; by using the exciplex as a co-subject material, the efficiency and the stability of the produced device are both improved obviously.

A highly practical and convenient halogenation of fused heterocyclic N-oxides

A novel, simple and practical method for the regioselective halogenation of fused heterocyclic N-oxides has been developed. It employs Vilsmeier reagent, generated in situ by POX3and DMF, as both the activating agent and the nucleophilic halide source. The method is amenable across a broad range of substrates, including quinolines, isoquinolines and the diazine N-oxides, possessing a variety of substitution patterns. Furthermore, all of the reagents associated are cheap and easy to obtain. The potential extension of this method to a one-pot oxidation/halogenation sequence that obviates the need for isolation of the N-oxide intermediates is also presented.

Redox-triggered interconversion between piperidine chair conformations in a Cu(I/II) complex

A redox-induced six-membered ring chair-chair conformational interconversion in a copper-coordinated trans-piperidine tripodal ligand is demonstrated. Each group of the 1,2,3-substituted ring can potentially ligate the metal; two equatorial groups ligate the metal in the CuI state leaving a disassociated, axial group. However, all three groups (two axial and one equatorial) ligate the metal in the CuII state. Exciton-coupled circular dichroism (ECCD) and 2D NMR were used to characterize the structures.

Regioselective lithium-halogen exchange and palladium-catalyzed cross-coupling reactions of 2,4-dihaloquinolines

Lithium-halogen exchange of 2,4-dibromoquinolines proceeds regioselectively at C-4 and affords 4-substituted quinolines on quenching with electrophiles. Palladium-catalyzed cross-coupling reactions of 2-bromo-4-iodoquinoline provide 4-substituted 2-bromoq