ChemicalBook > CAS DataBase List > 6-Bromo-8-fluoroquinoline

6-Bromo-8-fluoroquinoline

Product Name
6-Bromo-8-fluoroquinoline
CAS No.
220513-46-2
Chemical Name
6-Bromo-8-fluoroquinoline
Synonyms
6-Bromo-8-fluoroquinoline;Quinoline, 6-bromo-8-fluoro-;6-Bromo-8-fluoroquinoline95%;6-Bromo-8-fluoroquinoline 95%;6-Bromo-8-fluoro-1-azanaphthalene;Cyclobutanecarboxylicacid,8-oxo-,phenylmethylester
CBNumber
CB91503246
Molecular Formula
C9H5BrFN
Formula Weight
226.05
MOL File
220513-46-2.mol
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6-Bromo-8-fluoroquinoline Property

Melting point:
104-106°C
Boiling point:
294.9±20.0 °C(Predicted)
Density 
1.647±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
form 
crystalline powder
pka
1.14±0.20(Predicted)
color 
Pale yellow
InChI
InChI=1S/C9H5BrFN/c10-7-4-6-2-1-3-12-9(6)8(11)5-7/h1-5H
InChIKey
DDCOYWOYIUEOHQ-UHFFFAOYSA-N
SMILES
N1C2C(=CC(Br)=CC=2F)C=CC=1
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Safety

Hazard Codes 
Xn
Risk Statements 
22-37/38-41
Safety Statements 
26-39
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933499090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
772526
Product name
6-Bromo-8-fluoroquinoline
Purity
97%
Packaging
500mg
Price
$72.8
Updated
2023/06/20
TRC
Product number
B693423
Product name
6-Bromo-8-fluoroquinoline
Packaging
100mg
Price
$45
Updated
2021/12/16
Apolloscientific
Product number
PC49040
Product name
6-Bromo-8-fluoroquinoline
Purity
95%
Packaging
1g
Price
$40
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB78317
Product name
6-Bromo-8-Fluoro-Quinoline
Packaging
500mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB78317
Product name
6-Bromo-8-Fluoro-Quinoline
Packaging
1g
Price
$150
Updated
2021/12/16
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6-Bromo-8-fluoroquinoline Chemical Properties,Usage,Production

Synthesis

367-24-8

56-81-5

220513-46-2

General procedure for the synthesis of 6-bromo-8-fluoroquinoline from 4-bromo-2-fluoroaniline and glycerol: 3-nitrobenzenesulfonic acid sodium salt (0.48 g, 2.132 mmol) and glycerol (0.516 ml, 7.06 mmol) were added to a concentrated H2SO4 (0.63 ml, 11.82 mmol) and H2O (0.48 ml, 26.6 mmol) solution to form a thick gray suspension. The mixture was heated to 110°C. 4-Bromo-2-fluoroaniline was added in batches over a period of 10 min, during which the temperature was raised to 95°C. The reaction mixture was then heated to 140 °C and stirred overnight. Upon completion of the reaction, the reaction mixture was cooled, poured into water and the pH was adjusted with ammonia to 7. The brown precipitate formed was collected by filtration and partially dried. The resulting solid (0.63 g) was purified by fast column chromatography to afford 6-bromo-8-fluoroquinoline (0.4 g, 1.77 mmol, 88% yield).

References

[1] Patent: WO2009/50204, 2009, A1. Location in patent: Page/Page column 15; 48-49
[2] Patent: WO2018/116072, 2018, A1. Location in patent: Page/Page column 97; 98
[3] Patent: CN105968115, 2016, A. Location in patent: Paragraph 0449-0451
[4] Patent: WO2010/20363, 2010, A1. Location in patent: Page/Page column 131-132
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 10, p. 4066 - 4084

6-Bromo-8-fluoroquinoline Preparation Products And Raw materials

Raw materials

Preparation Products

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220513-46-2, 6-Bromo-8-fluoroquinolineRelated Search:

6-Bromo-8-fluoroimidazo[1,2-a]pyridine-2-carboxylic acid 6‐bromo‐8‐fluoroisoquinoline Ethyl 6-bromo-8-fluoroimidazo[1,2-a]pyridine-2-carboxylate 6-bromo-8-chloroimidazo[1,2-a]pyridine 6-Bromo-8-fluoroimidazo[1,2-a]pyridine 6-Bromo-8-(trifluoromethyl)quinoline 6-bromoquinolin-8-amine 8-FLUOROQUINOLINE 6-Bromo-8-fluoroquinoline ethyl 6-bromo-4-chloro-8-fluoroquinoline-3-carboxylate 6-BROMO-4-CHLORO-8-FLUORO-QUINOLINE-3-CARBONITRILE

  • 6-Bromo-8-fluoroquinoline
  • 6-Bromo-8-fluoro-1-azanaphthalene
  • 6-Bromo-8-fluoroquinoline 95%
  • 6-Bromo-8-fluoroquinoline95%
  • Quinoline, 6-bromo-8-fluoro-
  • Cyclobutanecarboxylicacid,8-oxo-,phenylmethylester
  • 220513-46-2