178396-31-1

Basic information

• Product Name: 8-methyl-6-bromoquinoline
• Synonyms: 8-methyl-6-bromoquinoline;6-bromo-8-methylquinoline
• CAS NO: 178396-31-1
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08
• EINECS: -0
• Mol File: 178396-31-1.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.488
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 8-methyl-6-bromoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methyl-6-bromoquinoline(178396-31-1)
• EPA Substance Registry System: 8-methyl-6-bromoquinoline(178396-31-1)

Safety Data

• Hazardous Substances Data: 178396-31-1(Hazardous Substances Data)

Usage

Chemical Properties

yellow powder

Upstream product

• 56-81-5 glycerol 
• 583-75-5 4-Bromo-2-methylaniline 
• 120-66-1 N-(2-methylphenyl)acetamide 

Downstream Products

• 954563-85-0 6-bromo-8-methyl-1,2,3,4-tetrahydro-quinoline 
• 75908-52-0 6-bromo-8-methyl-5-nitro-quinoline 
• 99455-14-8 6-Bromo-2-chloro-8-methylquinoline 
• 99465-08-4 6-bromo-8-methyl-quinolin-2-ol 
• 50358-36-6 6-bromo-8-methyl-[5]quinolylamine 
• 858467-33-1 6-bromo-2-chloro-8-methyl-[5]quinolylamine 
• 854834-69-8 5-amino-6-bromo-8-methyl-quinolin-2-ol 
• 926207-02-5 6-bromo-8-bromomethylquinoline 
• 1609646-76-5 N-((6-bromoquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide 

Relevant articles and documents

RhIII-Catalyzed Direct Heteroarylation of C(sp3)-H and C(sp2)-H Bonds in Heterocycles with N-Heteroaromatic Boronates

Herein, we disclose a RhIII-catalyzed heteroarylation of C(sp3)-H and C(sp2)-H bonds in heterocycles with organoboron reagents. This protocol displays high efficiency and excellent functional group tolerance. A range of heterocyclic boronates with strong coordinating atoms, including pyridine, pyrimidine, pyrazole, thiophene, and furan derivatives, can be extensively served as the coupling reagents. The direct heteroarylation method could supply potential application in terms of the synthesis of drug molecules with multiple heterocycles.

Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation

The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp2 and sp3 C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.

Rh-Catalyzed Direct Amination of Unactivated C(sp3)?H bond with Anthranils Under Mild Conditions

C?N Bond formation is of great significance due to the ubiquity of nitrogen-containing compounds. Here, a mild and efficient RhIII-catalyzed C(sp3)?H aryl amination reaction is reported. Anthranil is employed as the nitrogen source with 100 % atom efficiency. This C?H amination reaction exhibits broad substrate scope without using any external oxidants. Mechanistic studies including rhodacycle intermediates, H–D exchange, kinetic isotope effect (KIE) experiments, and in situ IR are presented.