8-Bromoquinoline
- Product Name
- 8-Bromoquinoline
- CAS No.
- 16567-18-3
- Chemical Name
- 8-Bromoquinoline
- Synonyms
- 8-BromoquinoL;8-BROMOQUIOLINE;8-BROMOQUINOLINE;8-BroMoquinolline;8-bromooquinoline;RARECHEM AK ML 0146;Quinoline, 8-Bromo-;8-Bromoquinoline,96%;8-Bromoquinoline,98%;8 - broMine quinoline
- CBNumber
- CB3333912
- Molecular Formula
- C9H6BrN
- Formula Weight
- 208.05
- MOL File
- 16567-18-3.mol
8-Bromoquinoline Property
- Melting point:
- 58-59 °C
- Boiling point:
- 112-113 °C/0.5 mmHg (lit.)
- Density
- 1.594 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.672(lit.)
- Flash point:
- >230 °F
- storage temp.
- Inert atmosphere,2-8°C
- form
- Liquid After Melting
- pka
- 2.33±0.17(Predicted)
- Specific Gravity
- 1.594
- color
- Clear yellow to yellow-brown
- Sensitive
- Light Sensitive
- InChI
- InChI=1S/C9H6BrN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
- InChIKey
- PIWNKSHCLTZKSZ-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=CC=2Br)C=CC=1
- CAS DataBase Reference
- 16567-18-3(CAS DataBase Reference)
- NIST Chemistry Reference
- Quinoline, 8-bromo-(16567-18-3)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- 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.
N-Bromosuccinimide Price
- Product number
- 384348
- Product name
- 8-Bromoquinoline
- Purity
- 98%
- Packaging
- 500mg
- Price
- $90.8
- Updated
- 2023/01/07
- Product number
- B3421
- Product name
- 8-Bromoquinoline
- Purity
- min. 95.0 %
- Packaging
- 5G
- Price
- $51
- Updated
- 2025/07/31
- Product number
- B3421
- Product name
- 8-Bromoquinoline
- Purity
- min. 95.0 %
- Packaging
- 25G
- Price
- $153
- Updated
- 2025/07/31
- Product number
- B695908
- Product name
- 8-Bromoquinoline
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 040578
- Product name
- 8-Bromoquinoline
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
8-Bromoquinoline Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
8-Bromoquinoline may be used in the following studies:
- Synthesis of 8-(dimesitylboryl)quinolone (ambiphilic molecule).
- Direct synthesis of 5H-pyrido[3,2,1-ij]quinolin-3-one, via palladium catalyzed coupling reaction with acrolein.
- Preparation of 8-(1-hydroxyethyl)quinolone.
- Preparation of 8-quinolylcyclopentadienyl metal complexes, via reaction with zincated cyclopentadienyl derivatives of Fe, Mn and Re in the presence of bis(triphenylphosphine)palladium(0).
- Synthesis of n,n′-biquinolines by a coupling reaction using tris(triphenylphosphine)nickel(0) and a zerovalent pyridine-nickel complex.
General Description
8-Bromoquinoline is a quinolone derivative. It is widely employed for the synthesis of dyes, food colors, pharmaceutical reagents, pH indicators and in various industrial processes. Its molecule bears a pyridyl group. It undergoes direct heteroarylation reaction with various heteroaromatic compounds in the presence of a palladium catalyst to afford polyheteroaromatic derivatives.
Synthesis
3054-95-3
615-36-1
16567-18-3
GENERAL PROCEDURE: A 1N HCl solution (82.5 mL) was added to a round-bottomed flask containing o-bromoaniline (~1 mmol). Acrolein diethyl acetal (2.5 mmol) was then added. The reaction mixture was refluxed at 111 °C for 24 hours. After completion of the reaction, it was cooled to room temperature and neutralized to pH 7-8 with solid Na2CO3. The product was extracted with dichloromethane (3 x 100 mL), the organic layers were combined and dried over anhydrous Na2SO4. The solvent was removed by evaporation under reduced pressure to give the crude product. The crude product was purified by column chromatography using a solvent mixture of hexane and ethyl acetate (or 15% ethyl acetate/cyclohexane and methanol) as eluent to give the target product 8-bromoquinoline.
References
[1] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6436 - 6439
8-Bromoquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
8-Bromoquinoline Suppliers
- Tel
- --
- Fax
- --
- chemcontrol@nextra.sk
- Country
- Slovakia
- ProdList
- 6700
- Advantage
- 60
View Lastest Price from 8-Bromoquinoline manufacturers
- Product
- 8-Bromoquinoline 16567-18-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-13
- Product
- 8-Bromoquinoline CAS: 16567-18-3 16567-18-3
- Price
- US $1.00/G
- Min. Order
- 100G
- Purity
- 99.9%
- Supply Ability
- 50000 tons
- Release date
- 2018-11-20
- Product
- 8-Bromoquinoline 16567-18-3
- Price
- US $1.00/Kg
- Min. Order
- 1KG
- Purity
- 99.99%
- Supply Ability
- 500kg/month
- Release date
- 2021-03-11