4-Bromoquinoline
- Product Name
- 4-Bromoquinoline
- CAS No.
- 3964-04-3
- Chemical Name
- 4-Bromoquinoline
- Synonyms
- 4-BromoquinoL;4-Bromopuinoline;4-BROMOQUINOLINE;Quinoline, 4-bromo-;4-BROMOQUINOLINE,97%;4-Bromoquinoline ,98%;4-BroMoquinoline, 95+%;4-Bromoquinoline 3964-4-3;4-Bromoquinoline ISO 9001：2015 REACH
- CBNumber
- CB8479369
- Molecular Formula
- C9H6BrN
- Formula Weight
- 208.05
- MOL File
- 3964-04-3.mol
4-Bromoquinoline Property
- Melting point:
- 29-34 °C
- Boiling point:
- 270 C
- Density
- 1.564±0.06 g/cm3(Predicted)
- Flash point:
- >110℃
- storage temp.
- 2-8°C
- pka
- 3.39±0.13(Predicted)
- form
- solid
- color
- Light brown
- InChI
- InChI=1S/C9H6BrN/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H
- InChIKey
- SUXIPCHEUMEUSV-UHFFFAOYSA-N
- SMILES
- N1C2C(=CC=CC=2)C(Br)=CC=1
- CAS DataBase Reference
- 3964-04-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-20/21/22
- Safety Statements
- 26-36
- 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
- 693944
- Product name
- 4-Bromoquinoline
- Purity
- 95%
- Packaging
- 1g
- Price
- $28.3
- Updated
- 2025/07/31
- Product number
- B688065
- Product name
- 4-Bromoquinoline
- Packaging
- 1g
- Price
- $95
- Updated
- 2021/12/16
- Product number
- B688065
- Product name
- 4-Bromoquinoline
- Packaging
- 5g
- Price
- $375
- Updated
- 2021/12/16
- Product number
- FB16133
- Product name
- 4-Bromoquinoline
- Packaging
- 50g
- Price
- $450
- Updated
- 2021/12/16
- Product number
- 3H32-9-N9
- Product name
- 4-Bromoquinoline
- Purity
- 95%
- Packaging
- 100g
- Price
- $503
- Updated
- 2021/12/16
4-Bromoquinoline Chemical Properties,Usage,Production
Chemical Properties
Light yellow solid
Uses
4-Bromoquinoline is used to prepare bone morphogenetic protein (BMP) signaling inhibitors. It is also used to synthesize novel azalides derived from 16-membered macrolides.
Synthesis Reference(s)
The Journal of Organic Chemistry, 72, p. 2232, 2007 DOI: 10.1021/jo062168u
Synthesis
611-36-9
3964-04-3
Step 1: Phosphorus tribromide (7.61 g, 28.2 mmol) was slowly added dropwise to a stirred solution of anhydrous N,N-dimethylformamide (DMF, 30 mL) of 4-hydroxyquinoline (4.00 g, 27.6 mmol) for 10 min under nitrogen protection. The reaction mixture formed a red suspension and continued to stir under nitrogen atmosphere for 30 min. The reaction was monitored by thin layer chromatography (TLC) and after confirming the complete consumption of the raw material, the reaction mixture was quenched in an ice bath and stirred for 30 minutes. Subsequently, the pH of the reaction mixture was adjusted with saturated sodium bicarbonate solution (20 mL) to about 10. The reaction mixture was extracted with ethyl acetate (2 x 100 mL), the organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with a gradient of dichloromethane/methanol (0% to 10%) to give 4-bromoquinoline (5.04 g, 88% yield) as a yellow solid. The product was detected by liquid chromatography-mass spectrometry (LCMS, ESI) and showed [M+H]+ peak of 208; 1H NMR (400 MHz, chloroform-d) δ ppm: 8.69 (d, J = 4.69 Hz, 1H), 8.20 (ddd, J = 8.39, 0.88 Hz, 1H), 8.08-8.16 (m, 1H), 7.78 ( ddd, J = 8.39, 6.98, 1.37 Hz, 1H), 7.71 (d, J = 4.69 Hz, 1H), 7.66 (ddd, J = 8.31, 7.04, 1.15 Hz, 1H).
References
[1] Journal of the American Chemical Society, 2012, vol. 134, # 12, p. 5652 - 5661
[2] Journal of Organic Chemistry, 2007, vol. 72, # 6, p. 2232 - 2235
[3] Patent: WO2014/121883, 2014, A1. Location in patent: Page/Page column 51
[4] Angewandte Chemie - International Edition, 2012, vol. 51, # 37, p. 9311 - 9316
[5] Angew. Chem., 2012, vol. 124, # 37, p. 9445 - 9450,6
4-Bromoquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
4-Bromoquinoline Suppliers
- Tel
- --
- Fax
- --
- info@specs.net
- Country
- The Netherlands
- ProdList
- 6833
- Advantage
- 70
View Lastest Price from 4-Bromoquinoline manufacturers
- Product
- 4-Bromoquinoline 3964-04-3
- Price
- US $1.10-9.90/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-18
- Product
- 4-Bromoquinoline 3964-04-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 4-Bromoquinoline 3964-04-3
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08