20668-35-3

Basic information

• Product Name: 7,8-DiMethylquinoline
• Synonyms: 7,8-DiMethylquinoline
• CAS NO: 20668-35-3
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21174
• Mol File: 20668-35-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 7,8-DiMethylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8-DiMethylquinoline(20668-35-3)
• EPA Substance Registry System: 7,8-DiMethylquinoline(20668-35-3)

Safety Data

• Hazardous Substances Data: 20668-35-3(Hazardous Substances Data)

Usage

Uses

Used in Flavoring Industry:
7,8-Dimethylquinoline is used as a flavoring agent for its characteristic aroma, enhancing the taste and smell of various food and beverage products.
Used in Pharmaceutical Industry:
7,8-Dimethylquinoline serves as a key intermediate in the production of pharmaceuticals, contributing to the synthesis of various medicinal compounds.
Used in Dye Industry:
7,8-DiMethylquinoline is utilized in the manufacturing of dyes, playing a crucial role in the development of colorants for different applications.
Used in Pesticide Industry:
7,8-Dimethylquinoline is employed in the production of insecticides and fungicides, acting as an essential component in the formulation of these agrochemicals.
Used in Specialty Chemicals:
7,8-DiMethylquinoline is also used in the manufacturing of specialty chemicals, where its unique properties are leveraged for specific industrial applications.
7,8-Dimethylquinoline is considered to have low toxicity, ensuring minimal health risks when handled and used according to proper safety guidelines.

Upstream product

• 156-87-6 propan-1-ol-3-amine 
• 87-59-2 2,3-Dimethylaniline 
• 56-81-5 glycerol 

Downstream Products

• 1609646-82-3 N-((7-methylquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide 

Relevant articles and documents

Three-Component Couplings among Heteroarenes, Difluorocyclopropenes, and Water via C-H Activation

Three-component couplings have been realized for efficiently constructing various nitrogen-containing skeletons via C-H activation, where difluorocyclopropenes have been first identified as coupling partners. Many substrates including sp2 and sp3 C-H substrates were well tolerated, furnishing the corresponding products in good yields. Furthermore, a catalyst-dependent reaction was also developed, enabling divergent construction of two different frameworks. The application value of these reactions was demonstrated in gram-scale experiments with as little as 1 mol % catalyst.

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.

Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes: Via C(sp3)-H bond activation of 8-methylquinoline

The first ring-opening addition of a benzylic C(sp3)-H bond to azabenzonorbornadienes is demonstrated. The reaction proceeded under the catalytic system of [Cp?CoI2(CO)], AgSbF6 and Fe(OAc)2 in PhOMe. The methodology showed a good substrate scope with up to 96 yield. The relative configuration of the product was determined as cis-configuration by X-ray crystallography.

Palladium-Catalyzed C-H Bond Functionalization Reactions Using Phosphate/Sulfonate Hypervalent Iodine Reagents

A new and operationally simple approach for palladium-catalyzed C-H functionalization reactions utilizing an organophosphorus/sulfonate hypervalent iodine reagent as both an oxidant and the source of a functional group has been developed. Through this method, the oxidative phosphorylation-, sulfonation-, and hydroxylation of unactivated benzyl C(sp3)-H bonds, along with the hydroxylation and arylation of aryl C(sp2)-H bonds, are successfully realized under mild conditions and with excellent site-selectivity. The versatile C-OSO2R bond provides a platform for a wide array of subsequent diversification reactions.

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.

Rhodium(III)-catalyzed intermolecular amidation with azides via C(sp 3)-H functionalization

The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8- ylmethanamine derivatives in good yields via C(sp3)-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.

Synthesis of quinolines by ruthenium-catalyzed heteroannulation of anilines with 3-amino-1-propanol

Anilines react with 3-amino-1-propanol in dioxane in the presence of a catalytic amount of a ruthenium catalyst and tin(II) chloride dihydrate together with a hydrogen acceptor to afford the corresponding quinolines in moderate yields.