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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
Molecular Weight:
208.05
MDL Number:
MFCD00024023
MOL File:
5332-25-2.mol
MSDS File:
SDS
Last updated:2025-12-11 13:04:51
Product description Number Pack Size Price
6-Bromoquinoline 97% 697893 1g $32.6
6-Bromoquinoline 97% 697893 5g $113
6-Bromoquinoline >95.0%(GC) B2015 1g $22
6-Bromoquinoline >95.0%(GC) B2015 5g $63
6-Bromoquinoline B2867-01 1g $333
More product size

6-Bromoquinoline Properties

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
InChI InChI=1S/C9H6BrN/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-6H
InChIKey IFIHYLCUKYCKRH-UHFFFAOYSA-N
SMILES N1C2C(=CC(Br)=CC=2)C=CC=1
CAS DataBase Reference 5332-25-2(CAS DataBase Reference)
FDA UNII KS7HD5UJ94
NIST Chemistry Reference 6-Bromo quinoline(5332-25-2)
EPA Substance Registry System Quinoline, 6-bromo- (5332-25-2)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335
Precautionary statements  P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
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  TSCA listed
HazardClass  IRRITANT
HS Code  29334900
NFPA 704
1
2 0

6-Bromoquinoline price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 697893 6-Bromoquinoline 97% 5332-25-2 1g $32.6 2022-05-15 Buy
Sigma-Aldrich 697893 6-Bromoquinoline 97% 5332-25-2 5g $113 2022-05-15 Buy
TCI Chemical B2015 6-Bromoquinoline >95.0%(GC) 5332-25-2 1g $22 2025-07-31 Buy
TCI Chemical B2015 6-Bromoquinoline >95.0%(GC) 5332-25-2 5g $63 2025-07-31 Buy
Usbiological B2867-01 6-Bromoquinoline 5332-25-2 1g $333 2021-12-16 Buy
Product number Packaging Price Buy
697893 1g $32.6 Buy
697893 5g $113 Buy
B2015 1g $22 Buy
B2015 5g $63 Buy
B2867-01 1g $333 Buy

6-Bromoquinoline Chemical Properties,Uses,Production

Bromoquinoline

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

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.

References

[1] Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2016, vol. 55A, # 8, p. 919 - 928
[2] Patent: US2012/277224, 2012, A1. Location in patent: Page/Page column 90
[3] Dyes and Pigments, 2013, vol. 99, # 1, p. 240 - 249
[4] Patent: WO2006/2981, 2006, A1. Location in patent: Page/Page column 96
[5] Chemische Berichte, 1882, vol. 15, p. 559

56-81-5
106-40-1
5332-25-2
Synthesis of 6-Bromoquinoline from Glycerol and 4-Bromoaniline
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6-Bromoquinoline pictures 2026-01-07 6-Bromoquinoline
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US $1.10 / g 1g 99.00% 100 Tons Dideu Industries Group Limited
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