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148-24-3

Basic Information
CAS No.: 148-24-3
Name: 8-Hydroxyquinoline
Molecular Structure:
Molecular Structure of 148-24-3 (8-Hydroxyquinoline)
Formula: C9H7NO
Molecular Weight: 145.16 .
Synonyms: 8-Quinolinol;8-Chinolinol;8-Chinolinol [Czech];8-Hydroxy-chinolin [German];8-Quinol;Bioquin;CCRIS 340;Oxychinolin;Oxyquinoline;Phenopyridine;Quinoline, 8-hydroxy-;
EINECS: 205-711-1
Density: 1.26 g/cm3
Melting Point: 70-73 °C(lit.)
Boiling Point: 267 °C at 760 mmHg
Flash Point: 143.1 °C
Solubility: Insoluble in water
Appearance: Cream-colored crystals
Hazard Symbols: HarmfulXn
Risk Codes: 22-68-36/37/38
Safety: 45-36/37/39-26-36
Transport Information:
PSA: 33.12000
LogP: 1.94040
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  • 8-Hydroxyquinoline

  • Casno:

    148-24-3

    8-Hydroxyquinoline

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  • 8-Hydroxyquinoline /CAS:148-24-3

  • Casno:

    148-24-3

    8-Hydroxyquinoline /CAS:148-24-3

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  • 8-Hydroxyquinoline CAS NO.148-24-3

  • Casno:

    148-24-3

    MSDS/COA Download

    8-Hydroxyquinoline CAS NO.148-24-3

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Analytical Methods

It is usually prepared from quinoline-8-sulfonic acid and from a Skraup synthesis from 2-aminophenol.

Specification

The 8-Hydroxyquinoline, also known as 8-Quinolinol, is the organic compound with the formula C9H7NO. It belongs to the product categories of Inorganic & Organic Chemicals; Fine Chemical & Intermediates; Quinolines, Quinazolines and derivatives; Quinolines; Analytical Chemistry; Bipyridyls, etc. (Chelating Reagents); Chelating Reagents; Hydroxyquinolines; Pharmaceutical intermediates; Miscellaneous Compounds; Aromatics; Miscellaneous Reagents. Its EINECS registry number is 205-711-1. With the CAS registry number 148-24-3, its IUPAC name is quinolin-8-ol. This chemical is white to off-white or faintly yellow crystalline powder with phenolic odor. What's more, it is insoluble in water.

Physical properties of 8-Hydroxyquinoline: (1)ACD/LogP: 1.901; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.77; (4)ACD/LogD (pH 7.4): 0.82; (5)ACD/BCF (pH 5.5): 1.23; (6)ACD/BCF (pH 7.4): 1.35; (7)ACD/KOC (pH 5.5): 19.25; (8)ACD/KOC (pH 7.4): 21.28; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.691; (13)Molar Refractivity: 44.068 cm3; (14)Molar Volume: 115.203 cm3; (15)Surface Tension: 59.73 dyne/cm; (16)Density: 1.26 g/cm3; (17)Flash Point: 143.07 °C; (18)Enthalpy of Vaporization: 52.536 kJ/mol; (19)Boiling Point: 266.999 °C at 760 mmHg

Preparation: It is usually prepared from quinoline-8-sulfonic acid and from a Skraup synthesis from 2-aminophenol. This chemical can also be prepared by quinoline. This reaction will need reagent O3, isopentyl alcohol and solvent H2O. The reaction temperature is -0.1 °C. The yield is about 78%.

8-Hydroxyquinoline can be prepared by quinoline

Uses of 8-Hydroxyquinoline: it can be used to produce 8-butoxy-quinoline. This reaction will need reagent ethanol and KOH-solution.

8-Hydroxyquinoline can be used to produce 8-butoxy-quinoline

This colorless compound is widely used commercially, although under a variety of names. Solution of 8-Hydroxyquinoline in alcohol is used as liquid bandages. It once was of interest as an anti-cancer drug. The reaction of 8-Hydroxyquinoline with aluminium(III) results in Alq3, a common component of organic light-emitting diodes (OLED's). Variations in the substituents on the quinoline rings affect its luminescence properties. The roots of the invasive plant Centaurea diffusa release 8-Hydroxyquinoline, which has a negative effect on plants that have not co-evolved with it.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H
(2)InChIKey: MCJGNVYPOGVAJF-UHFFFAOYSA-N
(3)Canonical SMILES : C1=CC2=C(C(=C1)O)N=CC=C2

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD20 oral 1205mg/kg (1205mg/kg)   Teratology, The International Journal of Abnormal Development. Vol. 20, Pg. 413, 1979.
mammal (species unspecified) LD50 unreported 1gm/kg (1000mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 410, 1971.
mouse LD50 intraperitoneal 43mg/kg (43mg/kg)   Farmakologiya i Toksikologiya Vol. 42, Pg. 396, 1979.
mouse LD50 oral 20gm/kg (20000mg/kg)   Drugs in Japan Vol. 6, Pg. 271, 1982.
mouse LD50 subcutaneous 83600ug/kg (83.6mg/kg)   Pharmazie. Vol. 1, Pg. 150, 1946.
rat LC50 inhalation > 1210mg/m3/6H (1210mg/m3)   Journal of the American College of Toxicology. Vol. 11, Pg. 497, 1992.
rat LD50 oral 1200mg/kg (1200mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 602, 1966.