2,8-Dibromoquinoline

Base Information

• Chemical Name: 2,8-Dibromoquinoline
• CAS No.: 871507-79-8
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.953
• Hs Code.: 2933499090
• Mol file: 871507-79-8.mol

Synonyms:2,8-Dibromoquinoline;Quinoline, 2,8-dibroMo-

Chemical Property of 2,8-Dibromoquinoline

Chemical Property:

• Melting Point: 118-119 °C
• Boiling Point: 349.4±22.0 °C(Predicted)
• PKA: -2.16±0.50(Predicted)
• PSA: 12.89000
• Density: 1.923±0.06 g/cm3(Predicted)
• LogP: 3.75980
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

2,8-Dibromoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,8-Dibromoquinoline

There total 3 articles about 2,8-Dibromoquinoline 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: 84.0%

8-bromo-1H-quinoline-2-one (67805-67-8) → 2,8-dibromoquinoline (871507-79-8)

Guidance literature:

With phosphorus(V) oxybromide; at 140 ℃; for 3h;

DOI:10.1016/j.tetlet.2005.09.120

Reference yield:

2-bromoaniline (615-36-1) → 2,8-dibromoquinoline (871507-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / water; acetone / 2 h / 0 °C

2: aluminum (III) chloride / chlorobenzene / 2 h / 155 °C

3: phosphorus(V) oxybromide / 3 h / 140 °C

With aluminum (III) chloride; potassium carbonate; phosphorus(V) oxybromide; In water; chlorobenzene; acetone;

DOI:10.1021/jacs.5b08856

Reference yield:

N-(2-bromophenyl)-3-phenylacrylamide (71910-51-5) → 2,8-dibromoquinoline (871507-79-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / chlorobenzene / 2 h / 155 °C

2: phosphorus(V) oxybromide / 3 h / 140 °C

With aluminum (III) chloride; phosphorus(V) oxybromide; In chlorobenzene;

DOI:10.1021/jacs.5b08856

upstream raw materials:

8-bromo-1H-quinoline-2-one

2-bromoaniline

N-(2-bromophenyl)-3-phenylacrylamide

Downstream raw materials:

8-bromo-2-(4-methylphenyl)quinoline

8-bromo-2-[2-(methoxymethoxy)[1,1'-biphenyl]-3-yl]quinoline

C₃₃H₃₉NO₄

8-bromo-2-(4-fluorophenyl)quinoline

Refernces

• 1、 Basu, Debashis,Gilbert-Wilson, Ryan,Gray, Danielle L.,Rauchfuss, Thomas B.,Dash, Aswini K.. "Fe and Co Complexes of Rigidly Planar Phosphino-Quinoline-Pyridine Ligands for Catalytic Hydrosilylation and Dehydrogenative Silylation". supporting information. p. 2760 - 2768. Retrieved 2018/09/10.
• 2、 Lord, Anna-Marie,Mahon, Mary F.,Lloyd, Matthew D.,Threadgill, Michael D.. "Design, synthesis, and evaluation in vitro of quinoline-8-carboxamides, a new class of poly(adenosine-diphosphate-ribose)polymerase-1 (PARP-1) inhibitor". supporting information; experimental part. p. 868 - 877. Retrieved 2009/11/30.