- 8-Bromoquinoline
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- $1.10 / 1g
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2025-11-18
- CAS:16567-18-3
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
- 8-Bromoquinoline
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- $0.00 / 1KG
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2025-04-04
- CAS:16567-18-3
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1Ton
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| | 8-Bromoquinoline Basic information |
| | 8-Bromoquinoline Chemical Properties |
| 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.) | | Fp | >230 °F | | storage temp. | Inert atmosphere,2-8°C | | pka | 2.33±0.17(Predicted) | | form | Liquid After Melting | | color | Clear yellow to yellow-brown | | Specific Gravity | 1.594 | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29334900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 8-Bromoquinoline Usage And Synthesis |
| 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 | 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 |
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