CAS 148-24-3 8-Hydroxyquinoline - Materials / Alfa Chemistry

NAVIGATION

8-Hydroxyquinoline

PRICE INQUIRY

Catalog Number

ACM148243

CAS Number

148-24-3

Product Name

8-Hydroxyquinoline

Structure

Category

Ligands for Functional Metal Complexes

Description

8-hydroxyquinoline appears as white to off-white or faintly yellow crystalline powder. Phenolic odor. (NTP, 1992);GREEN-TO-YELLOW CRYSTALLINE POWDER.

IUPAC Name

quinolin-8-ol

Molecular Weight

145.16g/mol

Molecular Formula

C18H12CuN2O2;C9H7NO;C9H7NO

Canonical SMILES

C1=CC2=C(C(=C1)O)N=CC=C2

InChI

InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H

InChI Key

MCJGNVYPOGVAJF-UHFFFAOYSA-N

Boiling Point

513 °F at 760 mm Hg (NTP, 1992);267.0 °C;Approx 267 °C

Melting Point

169 °F (NTP, 1992);75.5 °C;73-75 °C

Purity

99%

Density

1.034 at 408 °F (NTP, 1992);1.034 @ 20 °C;Relative density (water = 1): 1.63

Solubility

less than 1 mg/mL at 61° F (NTP, 1992);Insoluble;0.00 M;Soluble in alcohol, acetone, chloroform, benzene, and in formic, acetic, hydrochloric, and sulfuric acids and alkalies.;1 part in 1500 parts water;In water, 556 mg/l @ 20 °C;Solubility in water: none

Appearance

Powder or crystals or Crystalline chunk

Application

8-Hydroxyquinoline serves a diverse range of purposes, primarily due to its metal chelating properties. It is a crystal or crystalline powder with unique solubility characteristics, being insoluble in water or ether but freely soluble in ethanol, acetone, and other organic solvents. This compound is widely used as an analytical reagent and antimicrobial agent, finding applications in medicine, agriculture as fungicides and insecticides, and even as a preservative in cosmetics and tobacco. In nuclear settings, it acts as a precipitating agent for radioactive metals and is used in nuclear medicine. Moreover, 8-Hydroxyquinoline has a role in dye synthesis and is a key component in organic electroluminescent devices like OLEDs. Its derivatives, particularly in the pharmaceutical space, offer various medicinal benefits, including antineurodegenerative, anticancer, antioxidant, antimicrobial, and anti-inflammatory properties, leveraging its metal chelating and lipophilic characteristics.

Color/Form

White crystals or white crystalline powder

Complexity

138

Covalently-Bonded Unit Count

EC Number

205-711-1;233-841-9

Exact Mass

145.052764g/mol

Formal Charge

Heavy Atom Count

ICSC Number

0756

Log P

2.02 (LogP);log Kow = 2.02;2.46

MeSH Entry Terms

8 Hydroxyquinoline;8 Hydroxyquinoline Sulfate;8 Oxyquinoline;8 Quinolinol;8-Hydroxyquinoline;8-Hydroxyquinoline Sulfate;8-Oxyquinoline;8-Quinolinol;Bioquin;Chinosol;Khinozol;Leioderm;Oxine;Oxyquinol;Oxyquinoline;Oxyquinoline Potassium Sulfate (2:1);Oxyquinoline Sulfate;Quinosol;Sulfate, 8-Hydroxyquinoline;Sulfate, Oxyquinoline;Superol

Monoisotopic Mass

145.052764g/mol

NSC Number

615011;402623;285166;2039

Odor

Phenolic odor

Other Experimental

Readily forms stable metal chelates;Usually tan /Technical grade/;Pale yellow, crystalline powder; slight saffron odor; burning taste; MP: 175-178 °C; freely sol in water; insol in ether; sol in about 100 parts glycerol; slightly sol in alcohol /8-Hydroxyquinoline sulfate/;Darkens when exposed to light

Rotatable Bond Count

RTECS Number

VC5250000

Stability

DARKENS WHEN EXPOSED TO LIGHT.

UNII

5UTX5635HP

UN Number

2811;3077

Vapor Pressure

0.00 mmHg;1.66X10-3 mm Hg @ 25 °C

XLogP3