2-Bromoquinoline

Base Information

• Chemical Name: 2-Bromoquinoline
• CAS No.: 2005-43-8
• Molecular Formula: C9H6BrN
• Molecular Weight: 208.057
• Hs Code.: 29339900
• European Community (EC) Number: 679-582-9
• DSSTox Substance ID: DTXSID90376423
• Nikkaji Number: J613.845D
• Wikidata: Q72512458
• Mol file: 2005-43-8.mol

Synonyms:2-bromoquinoline;2005-43-8;bromoquinoline;MFCD00234480;Quinoline, 2-bromo-;Dibenzyloxalate;2-Bromoquinoline, 95%;2-Bromoquinoline, 97%;SCHEMBL9430;AC-907/25004859;DTXSID90376423;QKJAZPHKNWSXDF-UHFFFAOYSA-N;BBL102281;STL556080;AKOS009456105;AC-6956;CS-W007480;MB01039;PS-8052;SY019854;A4387;AM20061832;B3524;FT-0600551;EN300-83375;J-650205;W-206482

Chemical Property of 2-Bromoquinoline

Chemical Property:

• Vapor Pressure: 0.00319mmHg at 25°C
• Melting Point: 48-49oC
• Refractive Index: 1.673
• Boiling Point: 292.5°Cat760mmHg
• PKA: 0.58±0.40(Predicted)
• Flash Point: 130.7°C
• PSA: 12.89000
• Density: 1.564g/cm³
• LogP: 2.99730
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 206.96836
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

2-Bromoquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36-39-22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromoquinoline

There total 4 articles about 2-Bromoquinoline 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: 90.0%

2,2'-diquinolyl ether (74857-04-8) → 2-bromoquinoline (2005-43-8) + 2-quinolone (59-31-4,70254-42-1,493-62-9)

Guidance literature:

With hydrogen bromide; In water; for 4h; Heating;

DOI:10.1248/cpb.28.424

Reference yield: 48.0%

Quinoline N-oxide (1613-37-2) → 2-bromoquinoline (2005-43-8) + 4-bromoquinoline (3964-04-3,850917-90-7)

Guidance literature:

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

DOI:10.1016/j.tet.2016.07.083

Reference yield:

2-hydroxyquinoline (59-31-4) → quinoline (91-22-5) + 2-bromoquinoline (2005-43-8)

Guidance literature:

With phosphorus tribromide; at 170 - 180 ℃; im Rohr;

upstream raw materials:

2-hydroxyquinoline

2,2'-diquinolyl ether

2-quinolone

phosphorus tribromide

Downstream raw materials:

quinoline-2-carbonitrile

N-(2-(quinolin-2-yl)phenyl)pivalamide

2-bromo-5-nitroquinoline

2-quinolone

Refernces

• 1、 Shichiri,Funakoshi,Saeki,Hamana. "Studies of tertiary amine oxides. LXV. Reaction of quinoline 1-oxide with tosyl chloride in the presence of triethylamine". . p. 424 - 430. Retrieved 2007/10/02.