2,6-Dibromoquinoline

Base Information

• Chemical Name: 2,6-Dibromoquinoline
• CAS No.: 77514-31-9
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.953
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10604891
• Wikidata: Q72465017
• Mol file: 77514-31-9.mol

Synonyms:2,6-dibromoquinoline;77514-31-9;2-Bromo-6-bromoquinoline;Quinoline, 2,6-dibromo;SCHEMBL1914302;DTXSID10604891;OISLXVPFMYSILE-UHFFFAOYSA-N;CDA51431;MFCD09261124;AKOS016013311;HS-6020;SB69529;DA-41385;AM20061502;CS-0322457;A846702

Chemical Property of 2,6-Dibromoquinoline

Chemical Property:

• Boiling Point: 349.4 °C at 760 mmHg
• Flash Point: 165.1 °C
• PSA: 12.89000
• Density: 1.923 g/cm³
• LogP: 3.75980
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 286.87682
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dibromoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=N2)Br)C=C1Br

Technology Process of 2,6-Dibromoquinoline

There total 7 articles about 2,6-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: 70.5%

6-bromoquinoline-N-oxide (6563-11-7) → 2,6-di-bromoquinoline (77514-31-9)

Guidance literature:

6-bromoquinoline-N-oxide; With benzoyl chloride; sodium hydroxide; In dichloromethane; water; at 5 ℃; Reflux;

With phosphorus(V) oxybromide; In toluene; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1016/j.dyepig.2013.05.009

Reference yield: 62.0%

6-bromo-2-quinolone (1810-66-8) → 2,6-di-bromoquinoline (77514-31-9)

Guidance literature:

With phosphorus(V) oxybromide; at 140 ℃; for 3h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.202002543

Reference yield:

6-bromoquinoline (5332-25-2) → 2,6-di-bromoquinoline (77514-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 0 - 20 °C

2.1: tetrabutylammomium bromide / dichloromethane / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 20 °C / Inert atmosphere

With tetrabutylammomium bromide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ol3034675

upstream raw materials:

6-bromoquinoline-2-ol

phosphorus pentabromide

6-bromo-1-methylquinoline-2(1H)-one

6-bromoquinoline