2,3-Dibromoquinoline

Base Information

• Chemical Name: 2,3-Dibromoquinoline
• CAS No.: 13721-00-1
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.95
• Hs Code.: 2933499090
• European Community (EC) Number: 864-010-4
• Nikkaji Number: J81.677I
• Mol file: 13721-00-1.mol

Synonyms:2,3-dibromoquinoline;13721-00-1;Quinoline, 2,3-dibromo-;dibromoquinoline;SCHEMBL2596089;Methyl3-Bromoindole-5-carboxylate;MFCD00234472;AKOS015835741;DS-1035;PB24640;AM20061796;BB 0262003;CS-0018931;FT-0609530;EN300-258135;W-205498

Chemical Property of 2,3-Dibromoquinoline

Chemical Property:

• Vapor Pressure: 0.00028mmHg at 25°C
• Refractive Index: 1.698
• Boiling Point: 332.5 °C at 760 mmHg
• Flash Point: 154.9 °C
• PSA: 12.89000
• Density: 1.923g/cm³
• LogP: 3.75980
• Storage Temp.: 2-8°C
• 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:

98% or more ^*data from raw suppliers

2,3-Dibromoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=N2)Br)Br

Technology Process of 2,3-Dibromoquinoline

There total 3 articles about 2,3-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: 86.0%

3-bromoquinoline N-oxide (22615-00-5) → 2,3-dibromoquinoline (13721-00-1)

Guidance literature:

With N,N-dimethyl-formamide; phosphorus(V) oxybromide; In dichloromethane; at 0 - 25 ℃; for 6h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.07.083

Reference yield: 79.0%

3-bromoquinoline (5332-24-1) → 2,3-dibromoquinoline (13721-00-1)

Guidance literature:

3-bromoquinoline; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With N,N-dimethyl-formamide; phosphorus(V) oxybromide; In dichloromethane; at 0 - 25 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.07.083

Reference yield:

→ 2,3-dibromoquinoline (13721-00-1)

Guidance literature:

With phosphorus pentabromide; at 120 ℃;

upstream raw materials:

3-bromoquinoline

3-bromoquinoline N-oxide

Downstream raw materials:

N-pyvaloyl-2-(2'-anilino)-3-bromoquinoline

2-azetidin-3-yl-3-phenylquinoline hydrochloride

3-(3-phenylqinolin-2-yl)azetidine-1-carboxylate tert-butyl ester

2'-(3-bromoquinolin-2-yl)aniline

Refernces

• 1、 Boudet, Nadege,Lachs, Jennifer R.,Knochel, Paul. "Multiple regioselective functionalizations of quinolines via magnesiations". . p. 5525 - 5528. Retrieved 2008/09/17.