8-Bromo-6-fluoroquinoline

Base Information

• Chemical Name: 8-Bromo-6-fluoroquinoline
• CAS No.: 22960-18-5
• Molecular Formula: C9H5 Br F N
• Molecular Weight: 226.05
• Hs Code.: 2933499090
• Mol file: 22960-18-5.mol

Synonyms:6-Fluoro-8-bromoquinoline;8-Bromo-6-fluoroquinoline

Chemical Property of 8-Bromo-6-fluoroquinoline

Chemical Property:

• Vapor Pressure: 0.00277mmHg at 25°C
• Refractive Index: 1.647
• Boiling Point: 294.9°C at 760 mmHg
• PKA: 1.67±0.20(Predicted)
• Flash Point: 132.2°C
• PSA: 12.89000
• Density: 1.647g/cm³
• LogP: 3.13640
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98.5% ^*data from raw suppliers

8-Bromo-6-fluoroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Bromo-6-fluoroquinoline

There total 2 articles about 8-Bromo-6-fluoroquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-bromo-4-fluoroaniline (1003-98-1) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 8‐bromo‐6‐fluoroquinoline (22960-18-5)

Guidance literature:

With sulfuric acid; sodium 3-nitrobenzenesulfonate; at 150 ℃; for 20h;

Reference yield: 55.0%

acrylaldehyde diethyl acetal (3054-95-3) + 2-bromo-4-fluoroaniline (1003-98-1) → 8‐bromo‐6‐fluoroquinoline (22960-18-5)

Guidance literature:

With hydrogenchloride; In water; at 111 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.09.145

Reference yield: 91.0%

bromobenzene (108-86-1,52753-63-6) + 8‐bromo‐6‐fluoroquinoline (22960-18-5) → 6-fluoro-8-phenylquinoline (1315322-76-9)

Guidance literature:

8‐bromo‐6‐fluoroquinoline; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; bis(pinacol)diborane; catacxium A; In N,N-dimethyl acetamide; at 90 ℃; for 1h; Inert atmosphere;

bromobenzene; With potassium carbonate; In water; N,N-dimethyl-aniline; Inert atmosphere;

DOI:10.1021/jo200904g

upstream raw materials:

2-bromo-4-fluoroaniline

glycerol

acrylaldehyde diethyl acetal

Downstream raw materials:

6-fluoro-8-(t-Boc)-piperazino-quinoline

6-fluoro-8-phenylquinoline

Refernces

• 1、 Miyaji, Ryota,Asano, Keisuke,Matsubara, Seijiro. "Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts". supporting information. p. 9996 - 10000. Retrieved 2017/08/01.
• 2、 Ramann, Ginelle A.,Cowen, Bryan J.. "Quinoline synthesis by improved Skraup-Doebner-Von Miller reactions utilizing acrolein diethyl acetal". supporting information. p. 6436 - 6439. Retrieved 2015/11/16.