8-bromo-6-nitroquinoline
- Product Name
- 8-bromo-6-nitroquinoline
- CAS No.
- 120287-30-1
- Chemical Name
- 8-bromo-6-nitroquinoline
- Synonyms
- 8-bromo-6-nitroquinoline;Quinoline, 8-bromo-6-nitro-
- CBNumber
- CB92537637
- Molecular Formula
- C9H5BrN2O2
- Formula Weight
- 253.05
- MOL File
- 120287-30-1.mol
8-bromo-6-nitroquinoline Property
- Melting point:
- 164 °C
- Boiling point:
- 377.3±22.0 °C(Predicted)
- Density
- 1.747±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 0.59±0.20(Predicted)
- Appearance
- Light yellow to yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 1489CV
- Product name
- 8-Bromo-6-nitroquinoline
- Packaging
- 100mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- 1489CV
- Product name
- 8-Bromo-6-nitroquinoline
- Packaging
- 10g
- Price
- $1685
- Updated
- 2021/12/16
- Product number
- 132676
- Product name
- 8-Bromo-6-nitroquinoline
- Purity
- 97%
- Packaging
- 5g
- Price
- $1710
- Updated
- 2021/12/16
- Product number
- 132676
- Product name
- 8-Bromo-6-nitroquinoline
- Purity
- 97%
- Packaging
- 10g
- Price
- $2700
- Updated
- 2021/12/16
- Product number
- A292065
- Product name
- 8-Bromo-6-nitroquinoline
- Purity
- 97%
- Packaging
- 100mg
- Price
- $81
- Updated
- 2021/12/16
8-bromo-6-nitroquinoline Chemical Properties,Usage,Production
Synthesis
613-50-3
120287-30-1
Step 1. Preparation of 8-bromo-6-nitroquinoline To a reaction flask containing 6-nitroquinoline (4 g, 23 mmol) and concentrated sulfuric acid (20 ml), N-bromosuccinimide (5.31 g, 29.9 mmol) was added. The reaction mixture was heated to 60 °C in an oil bath with continuous stirring for 6 hours. After completion of the reaction, the mixture was cooled in a refrigerator overnight. The cooled crude reaction mixture was slowly poured into a beaker containing ice (250 ml). The pH of the mixture was adjusted to about 10 by batchwise addition of solid sodium bicarbonate followed by dropwise addition of saturated sodium bicarbonate solution.During this process, ethyl acetate (60 ml) was added to facilitate phase separation. The mixture was filtered to remove insoluble impurities and the filtrate was transferred to a partition funnel. Ethyl acetate (100 ml) was added to the partition funnel and shaken well to achieve separation of the two phases. The organic phase was separated and washed with an equal volume of saturated brine. The ethyl acetate phase was collected and the aqueous phase was back-extracted with ethyl acetate (2 x 100 ml). All organic phases were combined and concentrated under reduced pressure to give a solid product. The solid from the above filtration was dissolved in hot ethyl acetate (60 ml) and cooled to room temperature. The organic phase was dried by adding anhydrous magnesium sulfate and the desiccant was removed by filtration. The filtrate was concentrated under reduced pressure and the crude product obtained was combined with the product obtained from the aqueous phase post-treatment. Recrystallization by hot ethyl acetate/hexane mixed solvent gave the target product 8-bromo-6-nitroquinoline as a yellow powder (2.05 g). Mass spectral analysis showed (M + H)+ = 253/255 m/z.
References
[1] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1988, vol. 24, # 8, p. 892 - 897
[2] Khimiya Geterotsiklicheskikh Soedinenii, 1988, # 8, p. 1084 - 1090
[3] Patent: US2013/150360, 2013, A1. Location in patent: Paragraph 0262; 0263
8-bromo-6-nitroquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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