Bromoquinoline Application and synthetic method
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6-Bromoquinoline

Bromoquinoline Application and synthetic method
Product Name
6-Bromoquinoline
CAS No.
5332-25-2
Chemical Name
6-Bromoquinoline
Synonyms
6-Bromoquinoline,97%;NSC 3996;6-BromoquinoL;6-Br-quinoline;6-bromo-quinolin;6-BROMOQUINOLINE;6-BROMOOQUINOLINE;TIMTEC-BB SBB001559;Quinoline, 6-bromo-;6-Bromoquinoline>
CBNumber
CB2314673
Molecular Formula
C9H6BrN
Formula Weight
208.05
MOL File
5332-25-2.mol
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6-Bromoquinoline Property

Melting point:
19°C
Boiling point:
116 °C / 6mmHg
Density 
1.538 g/mL at 25 °C
refractive index 
n20/D 1.663
Flash point:
19 °C
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in acetone, acetonitrile, dichloromethane, ethyl acetate and THF.
pka
4.18±0.10(Predicted)
form 
Oil
color 
Light yellow to brown
InChIKey
IFIHYLCUKYCKRH-UHFFFAOYSA-N
CAS DataBase Reference
5332-25-2(CAS DataBase Reference)
NIST Chemistry Reference
6-Bromo quinoline(5332-25-2)
EPA Substance Registry System
Quinoline, 6-bromo- (5332-25-2)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-41-37/38-22-20/21/22
Safety Statements 
26-37/39-39-36
WGK Germany 
3
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29334900
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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

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
697893
Product name
6-Bromoquinoline
Purity
97%
Packaging
1g
Price
$32.6
Updated
2022/05/15
Sigma-Aldrich
Product number
697893
Product name
6-Bromoquinoline
Purity
97%
Packaging
5g
Price
$113
Updated
2022/05/15
TCI Chemical
Product number
B2015
Product name
6-Bromoquinoline
Purity
>95.0%(GC)
Packaging
1g
Price
$22
Updated
2024/03/01
TCI Chemical
Product number
B2015
Product name
6-Bromoquinoline
Purity
>95.0%(GC)
Packaging
5g
Price
$63
Updated
2024/03/01
Alfa Aesar
Product number
H55111
Product name
6-Bromoquinoline, 97%
Packaging
1g
Price
$38.65
Updated
2024/03/01
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6-Bromoquinoline Chemical Properties,Usage,Production

Bromoquinoline

There are seven positional isomers of bromoquinoline and their main properties are listed below:

Application and synthetic method

3-bromo-quinoline is reacted with mixed acid for generating 3-bromo-5-nitro-quinoline, which heats together with potassium permanganate for being oxidation into 5-bromo-2, 3-pyridine dicarboxylic acid.
6-bromo-quinoline is heated together with nitric acid to generate 6-bromo-8-nitro quinolone with further reaction with potassium permanganate for being oxidized to 2, 3-pyridinedicarboxylic acid.
2-bromo-quinolien can be synthesized through the reaction between 2-hydroxy quinoline and phosphorus pentabromide.
Quinoline perbromide is heated at 180 °C for generating 3-bromo-quinoline.
From the heating between 4-hydroxy quinoline and phosphorus pentabromide, or from the diazotization reaction via 4-aminoquinoline to generate 4-bromo-quinoline;
5-bromo-quinoline is synthesize by the heating reaction between m-bromo-aniline, glycerol, m-bromo nitrobenzene and concentrated sulfuric acid, or from the diazotization reaction of 5-aminoquinoline.
6-bromo-quinoline can be synthesized from the heating of bromoaniline, glycerol, concentrated sulfuric acid, and p-bromo-nitrobenzene. 7-bromo-quinoline can be synthesized from the diazotization reaction of 7-aminoquinoline.
8-bromo-quinoline can be synthesized from the heating reaction of o-bromo-aniline, glycerol, concentrated sulfuric acid and o-bromo nitrobenzene.
application: as organic synthesis reagents.
The above information is edited by the Chemicalbook of Dai Xiongfeng.

Chemical Properties

Thick Oil

Uses

6-Bromoquinoline is used as fine chemical and pharmaceutical intermediate, used as the coupling reagent.

Synthesis

4-Bromobenzenamine (25 g, 145.32 mmol, 1.00 equiv), sodium 3-nitrobenzenesulfonate (55.5 g, 246.64 mmol, 1.70 equiv), propane-1,2,3-triol (50.8 g, 551.63 mmol, 3.80 equiv), and sulfuric acid (170 mL, 70%) were placed into a 500-mL round-bottom flask. The resulting solution was stirred overnight at 140° C. The pH value of the solution was adjusted to with 10% aqueous sodium hydroxide. The resulting solution was extracted with 5*150 mL of ethyl acetate. The organic layers were combined and dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:50). This resulted in 17.2 g (42%) of 6-bromoquinoline as yellow oil.

6-Bromoquinoline Preparation Products And Raw materials

Raw materials

Acrolein 1-Bromo-4-nitrobenzene Toluene Zinc chloride Glycerol Tetrahydrofuran Chloranil Sodium hydroxide 1-Butanol Sulfuric acid 4-Bromoaniline

Preparation Products

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View Lastest Price from 6-Bromoquinoline manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
6-Bromoquinoline 5332-25-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-07-31
Hebei Mojin Biotechnology Co.,Ltd
Product
6-Bromoquinoline 5332-25-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-09-02
Shanghai UCHEM Inc.
Product
6-Bromoquinoline 5332-25-2
Price
US $32.00-266.00/g
Min. Order
25g
Purity
0.97
Supply Ability
25kg
Release date
2023-12-14

5332-25-2, 6-BromoquinolineRelated Search:

6-Hydroxy-2(1H)-3,4-dihydroquinolinone Quinclorac 8-Hydroxyquinoline Ethoxyquin Isoquinoline Quinhydrone quinolinium hydrogen sulphate 6-Bromoquinoxaline 6-Bromoindanone 6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid 2-BROMOQUINOLINE 98% 8-BROMOQUINOLINE 6-BROMO-4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 4-bromoquinoline-6-carboxylic acid 4-Bromoquinoline-3-boronic acid, 97% 4-Amino-3-bromoquinoline 5-BROMO-2-METHYLQUINOLINE-4-CARBOXYLIC ACID 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE

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  • Quinolines
  • Haloquinolines
  • Aromatics
  • Heterocycles
  • Quinolines, Isoquinolines & Quinoxalines
  • Boronic Acid
  • Heterocyclic Compounds
  • Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • QuinolinesHeterocyclic Building Blocks
  • Haloquinolines
  • quinoline
  • Aromatics Compounds
  • Miscellaneous
  • Quinoline Derivertives
  • Halides
  • Quinolines, Isoquinolines & Quinoxalines
  • Quinoline&Isoquinoline
  • blocks
  • Bromides
  • Quinolines
  • 5332-25-2