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8-Hydroxyquinoline-N-oxide

Basic information Safety Supplier Related

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
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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)
Flash point:
139 °C
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in Acetone, Chloroform, Dichloromethane, Ethyl Acetate and Methanol
pka
6.03±0.30(Predicted)
form 
Solid
color 
Yellow
BRN 
128737
CAS DataBase Reference
1127-45-3(CAS DataBase Reference)
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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

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8-Hydroxyquinoline-N-oxide Usage And Synthesis

Description

A 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 Properties

Yellow Crystalline Solid

Uses

A quinoline derivative; shows mutagenic activity.

Definition

ChEBI: 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 Description

8-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.

Synthesis

8-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.

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