3-HYDROXYFLAVONE Property

Melting point:

171-172 °C (lit.)

Boiling point:

320.83°C (rough estimate)

Density 

1.2653 (rough estimate)

refractive index 

1.5740 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO: 1 mg/ml

pka

8.80±0.20(Predicted)

form 

powder to crystal

color 

White to Yellow to Green

Water Solubility 

Insoluble in water. Soluble in N,N-DMF and ethanol.

BRN 

15789

InChIKey

HVQAJTFOCKOKIN-UHFFFAOYSA-N

LogP

3.477 (est)

CAS DataBase Reference

577-85-5(CAS DataBase Reference)

EPA Substance Registry System

4H-1-Benzopyran-4-one, 3-hydroxy-2-phenyl- (577-85-5)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

LK8650000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29322090

Hazardous Substances Data

577-85-5(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3-HYDROXYFLAVONE Chemical Properties,Usage,Production

Chemical Properties

yellow fluffy powder

Uses

Reactant involved in:• ;Studies of photochemically-induced dioxygenase-type CO-release reactivity1• ;Phase-transfer protection and deprotection of hydroxychromones2• ;O-methylation with di-Me carbonate3Reactant involved in the synthesis of biologically active molecules including:• ;2-Chloropyridine derivatives for studies of antitumor agents and telomerase inhibitors4• ;Dihydrochromenopyrazines and chromenoquinoxalines5Involved in studies of its electrochemical properties using voltammetric methodologies6

Uses

3-Hydroxyflavone is a reactant involved in studies of photochemically-induced dioxygenase-type CO-release reactivity; phase-transfer protection and deprotection of hydroxychromones; and O-methylation with di-Me carbonate. As a reactant it is involved in the synthesis of biologically active molecules including 2-chloropyridine derivatives for studies of antitumor agents and telomerase inhibitors; dihydrochromenopyrazines and chromenoquinoxalines. It is also involved in studies of its electrochemical properties using voltammetric methodologies.

Definition

ChEBI: A monohydroxyflavone that is the 3-hydroxy derivative of flavone.

Synthesis Reference(s)

Tetrahedron Letters, 25, p. 5561, 1984 DOI: 10.1016/S0040-4039(01)81626-9

Purification Methods

Recrystallise it from MeOH (m 169.5-170o), EtOH, aqueous EtOH (m 167o) or hexane. It has also been purified by repeated sublimation under high vacuum, and dried at high vacuum pumping for at least one hour [Bruker & Kelly J Phys Chem 91 2856 1987]. [Beilstein 17 H 527, 17 I 268, 17 II 498, 17 III/IV 6428.]