19655-50-6

Basic information

• Product Name: 6-chloro-8-methylquinoline
• Synonyms: 6-chloro-8-methylquinoline
• CAS NO: 19655-50-6
• Molecular Formula: C₁₀H₈ClN
• Molecular Weight: 177.63022
• EINECS: -0
• Product Categories: Aromatics;Heterocycles
• Mol File: 19655-50-6.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Density: 1.225
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly)
• CAS DataBase Reference: 6-chloro-8-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-8-methylquinoline(19655-50-6)
• EPA Substance Registry System: 6-chloro-8-methylquinoline(19655-50-6)

Safety Data

• Hazardous Substances Data: 19655-50-6(Hazardous Substances Data)

Usage

Description

6-Chloro-8-methylquinoline, with the CAS number 19655-50-6, is a white solid compound that is primarily utilized in the field of organic synthesis. It is a derivative of quinoline, a nitrogen-containing aromatic compound, and features a chlorine atom at the 6th position and a methyl group at the 8th position in its molecular structure.

Uses

Used in Organic Synthesis:
6-Chloro-8-methylquinoline is used as a synthetic building block for the creation of various complex organic molecules. Its unique structure allows it to be a versatile intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 6-chloro-8-methylquinoline is used as a key intermediate for the development of new drugs. Its chemical properties make it a valuable component in the synthesis of novel compounds with potential therapeutic applications.
Used in Agrochemical Industry:
6-Chloro-8-methylquinoline is also utilized in the agrochemical industry as a starting material for the synthesis of new pesticides and other crop protection agents. Its structural features contribute to the development of innovative products with improved efficacy and selectivity.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 6-chloro-8-methylquinoline is used as a chemical intermediate for the production of various dyes and pigments. Its aromatic structure and functional groups enable the creation of colorants with specific properties, such as lightfastness and stability.
Used in Research and Development:
6-Chloro-8-methylquinoline is employed in research and development laboratories as a model compound for studying various chemical reactions and mechanisms. Its reactivity and structural features make it an ideal candidate for exploring new synthetic routes and understanding the behavior of related compounds.

Upstream product

• 88-72-2 1-methyl-2-nitrobenzene 
• 56-81-5 glycerol 
• 5202-86-8 4-chloro-2-methylacetanilide 
• 7647-01-0 hydrogenchloride 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 107-18-6 allyl alcohol 

Downstream Products

• 27527-95-3 6-chloro-8-methyl-5-nitroquinoline 
• 1609646-75-4 N-((6-chloroquinolin-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.

From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C?H Oxidative Annulation–Aromatization

Quinoline synthesis from easily accessible raw materials such as anilines is a valuable and meaningful task. Herein, we communicate an iodide- and silver-mediated C?H/C?H oxidative annulation–aromatization between anilines and allyl alcohols. This protocol provides a direct route to the synthesis of quinoline derivatives from inexpensive commodities. Various kinds of anilines, even heterocyclic anilines, were shown to be workable substrates, generating the corresponding multi-substituted quinolines in good yields.