3-Bromoquinoline Property

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)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

RIDADR 

UN2810

WGK Germany 

3

TSCA 

Yes

HS Code 

29334900

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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.

3-Bromoquinoline Chemical Properties,Usage,Production

Bromoquinoline

There are seven position isomers with the main properties are as follows:

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