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

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

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-Hydroxyquinoline-2(1H)-one is used as a key intermediate in the synthesis of pharmaceuticals and agrochemicals for its valuable building block properties in drug discovery and development.
Used in Antioxidant Applications:
1-Hydroxyquinoline-2(1H)-one is used as an antioxidant due to its potential to combat oxidative stress and protect against damage caused by reactive oxygen species.
Used in Anticancer Applications:
1-Hydroxyquinoline-2(1H)-one is used as an anticancer agent, leveraging its biological activity to target and inhibit the growth of cancer cells.
Used in Antimicrobial Applications:
1-Hydroxyquinoline-2(1H)-one is used as an antimicrobial agent, exhibiting properties that can help control or kill microorganisms, thereby preventing infections and spoilage.

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

Downstream Products

• 92795-38-5 1-(benzoyloxy)-2(1H)-quinolone 
• 5280-06-8 N-(Benzyloxy)carbostyril 
• 59-31-4 2-quinolone 
• 552-16-9 ortho-nitrobenzoic acid 
• 59-31-4 2-hydroxyquinoline 
• 703-61-7 2,4-dichloroquinoline 
• 131459-09-1 1-benzoyloxy-6,8-dinitro-1H-quinolin-2-one 
• 109156-15-2 6,8-dinitro-1-(toluene-4-sulfonyloxy)-1H-quinolin-2-one 
• 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 

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