6-bromo-8-nitroquinoline

6-bromo-8-nitroquinoline Property

Melting point:

170-177 °C

Boiling point:

365.8±27.0 °C(Predicted)

Density 

1.747±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

0.41±0.20(Predicted)

Appearance

Yellow to brown Solid

EPA Substance Registry System

6-Bromo-8-nitroquinoline (68527-67-3)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

6-bromo-8-nitroquinoline Chemical Properties,Usage,Production

Chemical Properties

yellow powder

Synthesis

1. Add H2O (20 mL) to a 250 mL flask and place in an ice bath to cool. H2SO4 (50 mL) was added slowly to prepare a sulfuric acid solution. 2. To the above sulfuric acid solution, glycerol (12 mL, 16.5 mmol), m-nitrobenzenesulfonic acid sodium salt (11.4 g, 5.06 mmol), and 4-bromo-2-nitroaniline (10 g, 4.6 mmol) were added sequentially. 3. The reaction mixture was heated to 135 °C with continuous stirring for 3 hours. 4. Upon completion of the reaction, the warmed reaction mixture was slowly poured into ice H2O (200 mL). 5. The reaction mixture was extracted with 50% MeOH/EtOAc solvent mixture (2 x 200 mL). 6. The organic phases were combined and dried with Na2SO4, followed by concentration of the organic phase. 7. The resulting brown solid was ground with EtOH and filtered to give the pink solid product 6-bromo-8-nitroquinoline (3.8 g, 33% yield) with a melting point of 172-174 °C.

References

[1] Patent: EP1147083, 2004, B1. Location in patent: Page 45-46