2,4-Quinolinediol

Synonym(s):2,4-Dihydroxyquinoline

CAS NO.：86-95-3
Empirical Formula: C9H7NO2
Molecular Weight: 161.16
MDL number: MFCD00006744
EINECS: 201-711-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-22 14:21:17

What is 2,4-Quinolinediol?

Chemical properties

very light brown powder

The Uses of 2,4-Quinolinediol

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

Definition

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

What are the applications of 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].

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.

Properties of 2,4-Quinolinediol

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)
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 for 2,4-Quinolinediol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.