8-Hydroxyquinoline-N-oxide

8-Hydroxyquinoline-N-oxide Basic information
Product Name:8-Hydroxyquinoline-N-oxide
Synonyms:8-hydroxyquinoleine-N-oxide;NSC 21656;8-Hydroxyquinoline 1-Oxide;o-Hydroxyquinoline N-Oxide;8-Hydroxychinolin-N-oxid;1-oxido-8-quinolin-1-iumolate;1-Oxidoquinolin-1-ium-8-ol;1-Oxylato-8-hydroxyquinoline-1-ium
CAS:1127-45-3
MF:C9H7NO2
MW:161.16
EINECS:214-430-3
Product Categories:Quinoline derivatives;Quinolines, Isoquinolines & Quinoxalines;Quinolines;Aromatics Compounds;Aromatics;Heterocycles;Mutagenesis Research Chemicals;Quinolines, Isoquinolines & Quinoxalines;Morpholines/Thiomorpholines
Mol File:1127-45-3.mol
8-Hydroxyquinoline-N-oxide Structure
8-Hydroxyquinoline-N-oxide Chemical Properties
Melting point 135-138 °C (lit.)
Boiling point 267 °C(lit.)
density 1.2480 (rough estimate)
refractive index 1.5050 (estimate)
Fp 139 °C
storage temp. Inert atmosphere,2-8°C
solubility Soluble in Acetone, Chloroform, Dichloromethane, Ethyl Acetate and Methanol
form Solid
pka6.03±0.30(Predicted)
color Yellow
BRN 128737
CAS DataBase Reference1127-45-3(CAS DataBase Reference)
Safety Information
Hazard Codes N,Xi
Risk Statements 50/53-36/37/38
Safety Statements 60-61-24/25-22-36/37/39-27-26
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS VC8238500
3-10
HS Code 29334900
MSDS Information
ProviderLanguage
8-Hydroxyquinoline-N-oxide English
SigmaAldrich English
ACROS English
ALFA English
8-Hydroxyquinoline-N-oxide Usage And Synthesis
DescriptionA quinoline derivative that displays mutagenic activity. It suppresses luminescence of an indicator bacterium that is named Photobacterium phosphoreum. This chemical forms two kinds of complexes with palladium (II) and Gold (III). One kind is an ion-associated compound containing hydrogen bond and hte other is the six membered metal chelates containing metal-oxygen bonds.
Chemical PropertiesYellow Crystalline Solid
UsesA quinoline derivative; shows mutagenic activity.
DefinitionChEBI: 8-hydroxyquinoline N-oxide is a quinoline N-oxide carrying a hydroxy substituent at position 8. It is a monohydroxyquinoline and a quinoline N-oxide. It is functionally related to a quinolin-8-ol. It is a conjugate acid of an 8-hydroxyquinoline N-oxide(1-).
General Description8-Quinolinol N-oxide is a toxicant which can suppress luminescence of an indicator bacterium Photobacterium phosphoreum. It forms two types of complexes with gold(III) and palladium(II): type I are ion-associated compounds containing hydrogen bond and the other is the six-membered metal chelates containing metal-oxygen bonds.
Synthesis8-hydroxyquinoline-N-oxide was synthesized from 8-hydroxyquinoline. A stirred solution of 8-hydroxyquinoline (25.00 g, 172.2 mmol) in 550 ml of CHCl3 was cooled to 0° C., and 3 -chloroperoxybenzoic acid (40.00 g, 80% Tech. grade *0.231 mmol=0.185 mmol) was added slowly over 3 minutes. The solution was kept at 0° C. and stirred for 3 hours. During this period, the 3-chlorobenzoic acid byproduct precipitated. The 3-chlorobenzoic acid was removed by filtration and the orange filtrate was concentrated to dryness and the remaining solid was triturated with 2% NH40 H (2*200 ml). The solid was isolated on a frit and washed with H2O.
synthesis of 8-hydroxyquinoline-N-oxide.png
8-Hydroxyquinoline-N-oxide Preparation Products And Raw materials
Raw materialsperphthalic acid-->8-Hydroxyquinoline-->Peroxyacetic acid-->Perbenzoic acid
Preparation Products2-chloroquinolin-8-ol-->8-Quinolinol, 2-(2-phenylethenyl)-
(4-METHOXY-PYRIDIN-2-YL)-METHANOL ISOQUINOLINE N-OXIDE 3-CHLOROPYRIDINE N-OXIDE 4-(4-HYDROXYPHENYL)BUTANOIC ACID 4-(4-Methoxyphenyl)butyric acid Pyridine, 1-oxide, hydrate 2-HEPTYL-4-HYDROXYQUINOLINE-N-OXIDE,2-HEPTYL-4-HYDROXYQUINOLINE-1-OXIDE CHEMBRDG-BB 5175127 Quinoline QUINOLINE N-OXIDE HYDRATE nonyl-4-hydroxyquinoline-N-oxide 5-[(2-Hydroxy-3,5-dinitrophenyl)azo]-8-hydroxyquinoline 1-oxide 2-Hydroxyquinoline 1-oxide Quinoline-N-oxide 4-HYDROXYQUINOLINE-N-OXIDE 8-Hydroxyquinoline 8-Hydroxyquinoline-N-oxide 5,7-Dichloro-8-hydroxyquinoline 1-oxide

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