58-57-1

Basic information

• Product Name: 1-Hydroxyquinoline-2(1H)-one
• Synonyms: 1-Hydroxy-2(1H)-quinolinone;1-Hydroxycarbostyril;1-Hydroxyquinoline-2(1H)-one
• CAS NO: 58-57-1
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Mol File: 58-57-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 318.6°Cat760mmHg
• Flash Point: 146.5°C
• Appearance: /
• Density: 1.412g/cm³
• Vapor Pressure: 0.000149mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: 1-Hydroxyquinoline-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxyquinoline-2(1H)-one(58-57-1)
• EPA Substance Registry System: 1-Hydroxyquinoline-2(1H)-one(58-57-1)

Safety Data

• Hazardous Substances Data: 58-57-1(Hazardous Substances Data)

Usage

General Description

1-Hydroxyquinoline-2(1H)-one, also known as 2-Quinolone, is a chemical compound with the molecular formula C9H7NO2. It is a derivative of quinolin-2-one and contains a hydroxy group at the 1-position and a carbonyl group at the 2-position. 1-Hydroxyquinoline-2(1H)-one is used in the synthesis of pharmaceuticals and agrochemicals, and it also exhibits biological activity, making it a valuable building block for drug discovery and development. Additionally, 1-Hydroxyquinoline-2(1H)-one has been studied for its potential antioxidant, anticancer, and antimicrobial properties. Its unique structure and reactivity make it a versatile and important chemical in various industrial and scientific applications.

InChI:InChI=1/C9H7NO2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,12H

Upstream product

• 2437-05-0 ethyl 3-(2-nitrophenyl)acrylate 
• 106411-78-3 (E)-methyl 1-oxido-2-quinolyl ketone oxime 
• 98-59-9 p-toluenesulfonyl chloride 
• 26177-05-9 1-(p-methylbenzenesulfonoyloxy)-2(1H)-quinolone 

Downstream Products

• 92795-38-5 1-(benzoyloxy)-2(1H)-quinolone 
• 5280-06-8 N-(Benzyloxy)carbostyril 
• 59-31-4 2-quinolone 
• 59-31-4 2-hydroxyquinoline 
• 1404369-08-9 1-(p-styrenesulfonoyloxy)-2(1H)-quinolone 
• 3243-42-3 1-Naphthalenepropanoic acid 
• 65-85-0 benzoic acid 
• 99-94-5 p-Toluic acid 
• 1404369-02-3 1-(p-toluoyloxy)-2(1h)-quinolone 
• 100-09-4 4-methoxybenzoic acid 
• 1404369-03-4 1-(p-methoxybenzoyloxy)-2(1H)-quinolone 
• 1404369-04-5 1-(p-nitrobenzoyloxy)-2(1H)-quinolone 
• 98-11-3 benzenesulfonic acid 
• 88977-76-8 1-(benzenesulfonoyloxy)-2(1H)-quinolone 

Relevant articles and documents

Reaction of Methyl N-Oxido-quinolyl and -isoquinolyl Ketone Oximes with Tosyl Chloride

The reactions of (E)-methyl 1-oxido-2-quinolyl ketone oxime (VE), (E)- and (Z)-methyl 1-oxido-4-quinolyl ketone oxime (VIIE and VIIZ) and (Z)-methyl 2-oxido-1-isoquinolyl ketone oxime (IXZ) with tosyl chloride in the presence of NaOH were investigated to compare the reactivity of the N-oxide with that of the oxime group in the same molecule.In the reaction of VE, 1-hydroxy-2-(1H)-quinolinone (XII) and 2(1H)-quinolinone (XIII) were obtained by the elimination of the acetoxime group.The mechanism of the formation of XII and XIII is discussed in detail.In the reaction of VIIE, Beckmann rearrangement occurred to afford 4-acetylaminoquinoline 1-oxide (XVIII), while the reactions of VIIZ and IXZ gave only the tosylates of the oximes.These results demonstrate that there is a large difference of reactivity between the E-form and the Z-form, and further that VE and VIIE show markedly differnt chemical behavior.Keywords - methyl 1-oxido-quinolyl ketone oxime; methyl 2-oxido-1-isoquinolyl ketone oxime; E-form; Z-form; steric compression effect; 13C-NMR; acetoxime group elimination; tosylation; Beckmann rearrangement