2,4-Quinolinediol Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

287.44°C (rough estimate)

Density 

1.2480 (rough estimate)

refractive index 

1.5050 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Aqueous Base (Slightly), DMSO (Slightly)

pka

4.50±1.00(Predicted)

form 

Powder

color 

Very light brown

Water Solubility 

Insoluble in water

BRN 

129767

InChI

InChI=1S/C9H7NO2/c11-8-5-9(12)10-7-4-2-1-3-6(7)8/h1-5H,(H2,10,11,12)

InChIKey

HDHQZCHIXUUSMK-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C(O)=CC1=O

LogP

1.020 (est)

CAS DataBase Reference

86-95-3(CAS DataBase Reference)

NIST Chemistry Reference

2,4-Quinolinediol (mainly keto form)(86-95-3)

EPA Substance Registry System

2(1H)-Quinolinone, 4-hydroxy- (86-95-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

FG7300000

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29334900

MSDS

• Language:English Provider:2,4-Quinolinediol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2,4-Quinolinediol Usage And Synthesis

Chemical Properties

very light brown powder

Uses

2,4-Quinolinediol is a coupling component of yellow azo dyes, also used as pharmaceutical intermediates.

Application

Researchers have found that the hetarylazoquinoline dyes were prepared by coupling 2,4-quinolinediol with diazotised heterocyclic amines in nitrosylsulphuric acid. In addition, the crude enzyme preparation effectively promotes the reaction between 4-hydroxy-1-methyl-2-quinolinone and 2,4-quinolinediol to afford the corresponding benzofuroquinolinones in satisfactory yields[1-2].

Definition

ChEBI: A heteroaryl hydroxy compound that is 2-quinolone substituted at position 4 by a hydroxy group.

References

[1] Sener, I. , et al. "Synthesis and investigations of the absorption spectra of hetarylazo disperse dyes derived from 2,4-quinolinediol." DYES AND PIGMENTS (2006).
[2] Angeleska, Simona , P. Kefalas , and A. Detsi . "Crude peroxidase from onion solid waste as a tool for organic synthesis. Part III: synthesis of tetracyclic heterocycles (coumestans and benzofuroquinolinones)." Tetrahedron Letters 54.19(2013):2325-2328.

2,4-Quinolinediol(86-95-3)Related Product Information

• 4-Hydroxyquinoline
• Quinoline
• 3,4-Dihydroxyacetophenone
• Quinhydrone
• 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
• 8-Hydroxyquinoline
• 6-Hydroxyquinoline
• 4'-Hydroxyacetophenone
• 2-Quinolinol
• 2,2',4,4'-Tetrahydroxybenzophenone
• Quinoline-2,4(1H,3H)-dione
• 2,4-DIAMINOQUINAZOLINE
• 4-HYDROXY-1-METHYL-2-QUINOLONE
• 3-Chloro-4-hydroxy-1H-quinolin-2-one
• 2,4-QUINOLINEDIOL
• 1,2,3,4-TETRAHYDRO-6,7-ISOQUINOLINEDIOL HYDROBROMIDE
• 6-Fluoro-2,4-dihydroxyquinoline
• 7-HYDROXY-2-QUINOLINONE