Basic information Bromoquinoline Application and synthesis method Uses Safety Supplier Related
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3-Bromoquinoline

Basic information Bromoquinoline Application and synthesis method Uses Safety Supplier Related

3-Bromoquinoline Basic information

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
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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.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.69(at 25℃)
form 
Liquid
color 
Clear colorless to yellow
Water Solubility 
103mg/L at 25℃
BRN 
112939
InChIKey
ZGIKWINFUGEQEO-UHFFFAOYSA-N
LogP
3.03
CAS DataBase Reference
5332-24-1(CAS DataBase Reference)
NIST Chemistry Reference
Quinoline, 3-bromo-(5332-24-1)
EPA Substance Registry System
Quinoline, 3-bromo- (5332-24-1)
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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

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3-Bromoquinoline Usage And Synthesis

Bromoquinoline

There 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 method

3-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.

Uses

For pharmaceuticals
Medicine, pesticide intermediates

Chemical Properties

colorless to light yellow liquid

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 1318, 1962 DOI: 10.1021/jo01051a047

General Description

3-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 Explosibility

Not classified

3-Bromoquinoline Preparation Products And Raw materials

Preparation Products

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