6-Bromoquinoline

6-Bromoquinoline Basic information
Bromoquinoline Application and synthetic method
Product Name:6-Bromoquinoline
Synonyms:6-Bromo-1-azanaphthalene;6-Bromoquinoline,97%;6-Br-quinoline;TIMTEC-BB SBB001559;6-bromo-quinolin;Quinoline, 6-bromo-;6-BROMOOQUINOLINE;6-BROMOQUINOLINE
CAS:5332-25-2
MF:C9H6BrN
MW:208.05
EINECS:226-238-7
Product Categories:Aromatics;Heterocycles;Quinolines, Isoquinolines & Quinoxalines;Boronic Acid;Heterocyclic Compounds;Building Blocks;Miscellaneous;Quinoline Derivertives;Aromatics Compounds;Haloquinolines;quinoline;Halogenated Heterocycles;Heterocyclic Building Blocks;QuinolinesHeterocyclic Building Blocks;blocks;Bromides;Quinolines;Halides;Quinolines, Isoquinolines & Quinoxalines;Quinoline&Isoquinoline;5332-25-2
Mol File:5332-25-2.mol
6-Bromoquinoline Structure
6-Bromoquinoline Chemical Properties
Melting point 19°C
Boiling point 116 °C / 6mmHg
density 1.538 g/mL at 25 °C
refractive index n20/D 1.663
Fp 19 °C
storage temp. Inert atmosphere,2-8°C
solubility Soluble in acetone, acetonitrile, dichloromethane, ethyl acetate and THF.
pka4.18±0.10(Predicted)
form Oil
color Thick
InChIKeyIFIHYLCUKYCKRH-UHFFFAOYSA-N
CAS DataBase Reference5332-25-2(CAS DataBase Reference)
NIST Chemistry Reference6-Bromo quinoline(5332-25-2)
EPA Substance Registry SystemQuinoline, 6-bromo- (5332-25-2)
Safety Information
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
MSDS Information
6-Bromoquinoline Usage And Synthesis
BromoquinolineThere 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 method3-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 PropertiesThick Oil
Uses6-Bromoquinoline is used as fine chemical and pharmaceutical intermediate, used as the coupling reagent.
6-Bromoquinoline Preparation Products And Raw materials
Raw materialsSodium hydroxide–>Sulfuric acid–>Tetrahydrofuran–>Toluene–>1-Butanol–>Zinc chloride–>Glycerol–>Acrolein–>4-Bromoaniline–>Chloranil–>1-Bromo-4-nitrobenzene–>6-QUINOLINYL TRIFLUOROMETHANESULFONATE–>6,8-dibroMo-1,2,3,4-tetrahydroquinoline–>6-bromo-1-oxido-quinoline–>6-BROMO-1,2,3,4-TETRAHYDROQUINOLINE
Preparation Products6-BROMO-2(1H)-QUINOLONE–>1-[2-Chloro-1-hydroxy-3-(6-quinolinyl)propyl]-2,5-pyrrolidinedione–>6-BROMO-2-QUINAZOLINAMINE

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