3-Bromoquinoline

3-Bromoquinoline Basic information
Bromoquinoline Application and synthesis method Uses
Product Name:3-Bromoquinoline
Synonyms:3-bromo-quinolin;3-BROMOQUINLIINE;3-BROMOQUINOLINE;Bromoquinoline;Quinoline, 3-bromo-;3-Bromoquinoline98%Or99%;3-Bromoquinoline 98 %;3-Bromoquinoline ,98% [HPLC 98%]
CAS:5332-24-1
MF:C9H6BrN
MW:208.05
EINECS:226-237-1
Product Categories:Aromatics Compounds;Haloquinolines;Quinoline&Isoquinoline;Quinoline Derivertives;Aromatics;Building Blocks;blocks;Bromides;Halides;Heterocycles;Quinolines, Quinazolines and derivatives;Halogenated Heterocycles;Heterocyclic Building Blocks;QuinolinesHeterocyclic Building Blocks;Quinolines
Mol File:5332-24-1.mol
3-Bromoquinoline Structure
3-Bromoquinoline Chemical Properties
Melting point 13-15 °C (lit.)
Boiling point 274-276 °C (lit.)
density 1.533 g/mL at 25 °C (lit.)
vapor pressure 0.196Pa at 25℃
refractive index n20/D 1.664(lit.)
Fp >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka2.69(at 25℃)
form Liquid
color Clear colorless to yellow
Water Solubility 103mg/L at 25℃
BRN 112939
InChIKeyZGIKWINFUGEQEO-UHFFFAOYSA-N
LogP3.03
CAS DataBase Reference5332-24-1(CAS DataBase Reference)
NIST Chemistry ReferenceQuinoline, 3-bromo-(5332-24-1)
EPA Substance Registry SystemQuinoline, 3-bromo- (5332-24-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
RIDADR UN2810
WGK Germany 3
TSCA Yes
HS Code 29334900
MSDS Information
ProviderLanguage
3-Bromoquinoline English
ACROS English
SigmaAldrich English
ALFA English
3-Bromoquinoline Usage And Synthesis
BromoquinolineThere are seven position isomers with the main properties are as follows:
Name
Melting point(℃)
Boiling point(℃)
Solubility
2-bromoquinoline
48~49
It is soluble in diethyl ether, chloroform and benzene
3-bromoquinoline
12~15
274~276, 95(66.66Pa)
4-bromoquinoline
29~30
270(decomposition)
Easily soluble in dilute acid
5-bromoquinoline
52 (needle crystal)
280
6-bromoquinoline
24
278
7-bromoquinoline
52 (needle crystal)
290
8-bromoquinoline
80
165~166
(2399.79Pa)
Application and synthesis method3-Bromoquinoline can have action with mixed acid to generate 3-bromo-5-nitroquinoline, followed by heating with potassium permanganate to be oxidized to 5-bromo-2, 3-pyridine dicarboxylic acid.
6-bromo-quinoline can be heated together nitric acid to generate 6-bromo-8-nitro-quinoline, followed by reaction with potassium permanganate to be oxidized into 2, 3-pyridinedicarboxylic acid.
2-bromo-quinoline can be manufactured through the reaction between 2-hydroxyquinoline and phosphorus pentabromide
3-bromo-quinoline can be obtained through heating the quinoline perbromide at 180 ° C.
4-bromoquinoline can be obtained through either the heating reaction between 4-hydroxyquinoline and phosphorus pentabromide or by the diazotization reaction of 4-aminoquinoline.
5-bromo-quinoline can be obtained from the heating reaction between m-bromo aniline, glycerol, m-bromonitrobenzene and concentrated sulfuric acid, or through the diazotization reaction of 5-amino-quinoline.
6-bromo-quinoline can be obtained through the heating reaction between p-bromoaniline, glycerol, concentrated sulfuric acid and p-bromo-nitrobenzene.
7-bromoquinoline can be obtained through the diazotization of 7-aminoquinoline.
8-bromo-quinoline can be obtained through the heating of o-bromo aniline, glycerol, concentrated sulfuric acid and o-bromo-nitrobenzene in the heating system.
Purposes: as organic synthesis reagents.







UsesFor pharmaceuticals
Medicine, pesticide intermediates
Chemical Propertiescolorless to light yellow liquid
Synthesis Reference(s)The Journal of Organic Chemistry, 27, p. 1318, 1962 DOI: 10.1021/jo01051a047
General Description3-Bromoquinoline undergoes bromine-magnesium exchange reaction with lithium tributylmagnesate in toluene at -10°C, which is quenched by various electrophiles to yield functionalized quinolines.
Flammability and ExplosibilityNotclassified
3-BROMO-8-METHOXY-2-PHENYLQUINOLIN-4-OL 3-BROMO-1-METHYLQUINOLINIUM 3-BROMO-4-PIPERIDINOQUINOLINE 3-BROMO-4-CHLOROQUINOLINE 2,3-DIBROMOQUINOLINE 3-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE 2,3,4-TRIBROMOQUINOLINE 3-Bromoquinoline 3,6-DIBROMOQUINOLINE 3-BROMO-8-NITROQUINOLINE 3-BROMO-4-METHYLQUINOLIN-2-OL 3-Bromoquinoline-1-oxide 3-BROMO-4-NITROQUINOLINE-1-OXIDE 3,4-DIBROMO-7-CHLOROQUINOLINE 3-bromo-2-ethoxyquinolin-4-ylamine 3-BROMO-4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE 6-Hydroxy-2(1H)-3,4-dihydroquinolinone 3-BROMO-2-CHLORO-6-NITRO-QUINOLINE

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