64976-62-1

Basic information

• Product Name: 8-METHYL-5-NITROQUINOLINE)
• Synonyms: 5-Nitro-8-methylquinoline;NSC 59163
• CAS NO: 64976-62-1
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18272
• Mol File: 64976-62-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 351.7°C at 760 mmHg
• Flash Point: 166.5°C
• Appearance: /
• Density: 1.298g/cm³
• Vapor Pressure: 8.19E-05mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 8-METHYL-5-NITROQUINOLINE)(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHYL-5-NITROQUINOLINE)(64976-62-1)
• EPA Substance Registry System: 8-METHYL-5-NITROQUINOLINE)(64976-62-1)

Safety Data

• Hazardous Substances Data: 64976-62-1(Hazardous Substances Data)

Usage

General Description

8-Methyl-5-nitroquinoline is a chemical compound with the formula C10H8N2O2. It is a yellow crystalline solid with a molecular weight of 188.18 g/mol. 8-METHYL-5-NITROQUINOLINE) is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its diverse biological activities. It has been shown to exhibit antitumor, antimalarial, and antimicrobial properties, making it a valuable building block in drug discovery and development. Additionally, it is used as a fluorescent dye in biochemical and cellular imaging studies. The nitro group in the molecule is known to be an important pharmacophore and contributes to its biological activities. Overall, 8-methyl-5-nitroquinoline is an important chemical with potential applications in medicinal and agricultural fields.

InChI:InChI=1/C10H8N2O2/c1-7-4-5-9(12(13)14)8-3-2-6-11-10(7)8/h2-6H,1H3

Upstream product

• 611-32-5 8-methylquinoline 
• 56-81-5 glycerol 
• 99-55-8 2-methyl-5-nitroaniline 
• 107-18-6 allyl alcohol 

Downstream Products

• 50358-40-2 8-methylquinolin-5-ylamine 
• 83848-59-3 5-nitroquinoline-8-carboxylic acid 
• 1373436-72-6 N-((5-nitroquinolin-8-yl)methyl)-N-(phenylsulfonyl)benzenesulfonamide 
• 1609646-67-4 N-((5-nitroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide 
• 1609646-84-5 N-((5-nitroquinolin-8-yl)methyl)-4-nitrobenzenesulfonamide 
• 1609646-85-6 N-((5-nitroquinolin-8-yl)methyl)-4-chlorobenzenesulfonamide 
• 1609646-86-7 N-((5-nitroquinolin-8-yl)methyl)-4-methoxybenzenesulfonamide 
• 1609646-87-8 N-((5-nitroquinolin-8-yl)methyl)-2-(trifluoromethyl)benzenesulfonamide 
• 1609646-88-9 N-((5-nitroquinolin-8-yl)methyl)-3-(trifluoromethyl)benzenesulfonamide 
• 1609646-89-0 N-((5-nitroquinolin-8-yl)methyl)-1-phenylmethanesulfonamide 

Relevant articles and documents

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.

Cp?Rh(III)-Catalyzed Mild Addition of C(sp3)-H Bonds to α,β-Unsaturated Aldehydes and Ketones

A Rh(III)-catalyzed addition of benzylic C(sp3)-H bond to α,β-unsaturated ketones/aldehydes has been realized, leading to efficient synthesis of γ-aryl ketones/aldehydes. This atom-economic reaction proceeded under mild and redox-neutral conditions with a broad substrate scope. Besides benzylic C-H, allylic C-H bonds are also applicable when assisted by O-methyl ketoxime directing groups.