8-Bromo-7-quinolinol Chemical Properties

Melting point:

196-198℃

Density 

1.705

storage temp. 

2-8°C

form 

powder

color 

light brown

InChI

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

InChIKey

ACQSKLVTXZNXGL-UHFFFAOYSA-N

SMILES

N1C2C(=CC=C(O)C=2Br)C=CC=1

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-37-60

8-Bromo-7-quinolinol Usage And Synthesis

Synthesis

Step 2: Synthesis of 8-bromo-7-hydroxyquinoline A solution of bromine (22.9 mL, 0.444 mol) in acetic acid (120 mL) was slowly added dropwise to a stirred mixture of 7-hydroxyquinoline (59.0 g, 0.406 mol) in acetic acid (120 mL) and dichloromethane (240 mL), and the internal temperature of the reaction system was controlled to be at 0-5 °C. The resulting suspension was continued to be stirred at 0-5 °C for 2 h. Upon completion of the reaction, it was diluted with ethyl acetate (100 mL) and filtered. The solid product was collected, washed with ethyl acetate (2 x 20 mL) and subsequently dried under vacuum to afford 8-bromo-7-hydroxyquinoline (65 g, 76% yield).

References

[1] Patent: WO2010/54006, 2010, A1. Location in patent: Page/Page column 52-53
[2] Yakugaku Zasshi, 1955, vol. 75, p. 28
[3] Chem.Abstr., 1956, p. 1021

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