2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one

Basic Information

View in Editor

CAS Number

90-18-6

Molecular Formula

C15H10O8

Molecular Weight

318.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Melting Point

>300°C

Boiling Point

732.4 °C at 760 mmHg

Density

1.912

Flash Point

280.3 °C

Solubility

N/A

Refractive Index

1.863

SMILES

View in Editor

c1cc(c(cc1c2c(c(=O)c3c(o2)cc(c(c3O)O)O)O)O)O

InChI

InChI=1S/C15H10O8/c16-6-2-1-5(3-7(6)17)15-14(22)13(21)10-9(23-15)4-8(18)11(19)12(10)20/h1-4,16-20,22H

InChIKey

ZVOLCUVKHLEPEV-UHFFFAOYSA-N

LogP

1.6936000000000009

Topological Polar Surface Area

151.59 Å²

Hydrogen Bond Donor/Acceptor

6 / 8

Complexity

518

Safety Information

View Safety Information

Storage Conditions

N/A

Synonyms & References

English

4H-1-Benzopyran-4-one,2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-
3,3',4',5,6,7-HEXAHYDROXYFLAVONE
2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxychromen-4-one
Quercetagetin
QUERCETAGETIN(RG) PrintBack
3,5,6,7,3',4'-hexahydroxyflavone
3,5,6,7,3',4'-hexahydroxyflavonol
6-Hydroxyquercetin
Quercetagetin 7-glucoside
Quercetagenin
2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one
SV68G507VO
2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4-benzopyrone
3,5,6,7-Tetrahydroxy-2-(3,4-Dihydroxyphenyl)-4h-Chromen-4-One
MYU
3v3v
3,3′,4′,5,6,7-Hexahydroxyflavone
BDBM23408
ZVOLCU
2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-1-benzopyran-4-one (ACI)
Flavone, 3,3′,4′,5,6,7-hexahydroxy- (7CI, 8CI)
Quercetagetin (6CI)
3,3′,4′,5,6,7-Hexahydroxyflavone
3,5,6,7,3′,4′-Hexahydroxyflavone
NSC 115916
NSC 115916,6-Hydroxyquercetin,3,3',4',5,6,7-Hexahydroxyflavone

MDL Number

MFCD00017428

FAQ

What are the physical and chemical properties of 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one (CAS: 90-18-6)?

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is a crystalline solid with a molecular weight of approximately 328.13 g/mol. It has a low water solubility of 0.003 g/L at 25°C. The compound is highly reactive due to the presence of multiple hydroxyl groups, making it susceptible to hydrolysis and oxidation. It is poorly soluble in organic solvents such as ether and acetone, but dissolves readily in polar solvents like methanol and ethanol.

How is 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one (CAS: 90-18-6) typically synthesized?

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is commonly synthesized via the Claisen-Schmidt condensation of 3,4-dihydroxybenzaldehyde with 3,4-dihydroxybenzyl alcohol in the presence of base, such as potassium carbonate. The reaction is carried out in an aprotic solvent like dimethylformamide (DMF) at room temperature. The yield is typically in the range of 70-90%, depending on the purity of starting materials and reaction conditions.

What industries use 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one (CAS: 90-18-6)?

2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various bioactive compounds, including flavonoids and related natural products. It is also utilized in the production of colorants, pigments, and other organic materials. Its reactivity with multiple hydroxyl groups makes it a valuable compound in the development of new materials and sensors.

What precautions should be taken when handling 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one (CAS: 90-18-6)?

When handling 2-(3,4-Dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one, it is important to wear appropriate personal protective equipment (PPE), including safety goggles, gloves, and lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be carefully cleaned up using appropriate methods, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.