ChemicalBook--->CAS DataBase List--->13019-32-4

13019-32-4

13019-32-4 Structure

13019-32-4 Structure
IdentificationBack Directory
[Name]

7-Bromoquinolin-8-ol
[CAS]

13019-32-4
[Synonyms]

7-Bromoquinolin-8-ol
7-bromo-8-Quinolinol
8-Quinolinol, 7-bromo-
7-BroMo-8-hydroxyquinoline
7-BroMo-8-hydroxyquinoline 97%
[Molecular Formula]

C9H6BrNO
[MDL Number]

MFCD01250025
[MOL File]

13019-32-4.mol
[Molecular Weight]

224.05
Chemical PropertiesBack Directory
[Melting point ]

138-143 °C
[Boiling point ]

327.9±22.0 °C(Predicted)
[density ]

1.705±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder
[pka]

2.43±0.50(Predicted)
[InChI]

InChI=1S/C9H6BrNO/c10-7-4-3-6-2-1-5-11-8(6)9(7)12/h1-5,12H
[InChIKey]

ICKPMTNGWVNOGC-UHFFFAOYSA-N
[SMILES]

N1C2C(=CC=C(Br)C=2O)C=CC=1
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H302-H318
[Precautionary statements ]

P264-P270-P280-P301+P312-P305+P351+P338-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22-41
[Safety Statements ]

26
[WGK Germany ]

1
Hazard InformationBack Directory
[Synthesis]

8-Hydroxyquinoline

148-24-3

5,7-DIBROMO-8-HYDROXYQUINOLINE

521-74-4

7-Bromoquinolin-8-ol

13019-32-4

The general procedure for the synthesis of 5,7-dibromo-8-hydroxyquinoline and 7-bromo-8-hydroxyquinoline from 8-hydroxyquinoline was as follows: bromination was carried out according to the method described in the literature [19]. This was done as follows: 8-hydroxyquinoline (2 mmol, 1 eq.) was dissolved in distilled CHCl3 (15 mL) at room temperature and protected from light, followed by the slow addition of different equivalents of molecular bromine (dissolved in CHCl3) over a period of 10 min. The reaction mixture was stirred continuously for 2 days, during which the progress of the reaction was monitored by TLC. Upon completion of the reaction, the organic layer was washed with 5% NaHCO3 solution (3 x 20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. Finally, the target product was separated by alumina column chromatography with ethyl acetate/hexane (1:5, 150 mL) as eluent.

[References]

[1] Letters in Drug Design and Discovery, 2017, vol. 14, # 12, p. 1415 - 1424
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