3-HYDROXYFLAVONE
3-HYDROXYFLAVONE Basic information
- Product Name:
- 3-HYDROXYFLAVONE
- Synonyms:
-
- AURORA 20058
- FLAVON-3-OL
- TIMTEC-BB SBB000767
- 3-hydroxy-2-phenyl-4h-1-benzopyran-4-on
- 3-Hydroxy-2-phenyl-4H-chromen-4-one
- 3-hydroxy-flavon
- Flavone, 3-hydroxy-
- FLAVONOL
- CAS:
- 577-85-5
- MF:
- C15H10O3
- MW:
- 238.24
- EINECS:
- 209-416-9
- Product Categories:
-
- Inhibitors
- Benzopyrans
- Bioactive Small Molecules
- Building Blocks
- Cell Biology
- Chemical Synthesis
- Flavanols
- Biochemistry
- Flavonoids
- H
- Heterocyclic Building Blocks
- Mol File:
- 577-85-5.mol
3-HYDROXYFLAVONE Chemical Properties
- 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 Information
- 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)
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
3-HYDROXYFLAVONE Usage And Synthesis
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.]
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