5-Bromoquinoline

Base Information

• Chemical Name: 5-Bromoquinoline
• CAS No.: 4964-71-0
• Molecular Formula: C9H6BrN
• Molecular Weight: 208.057
• Hs Code.: 29334900
• European Community (EC) Number: 639-373-5
• DSSTox Substance ID: DTXSID10355790
• Nikkaji Number: J1.003.647J
• Wikidata: Q27455212
• Mol file: 4964-71-0.mol

Synonyms:5-Bromoquinoline;4964-71-0;5-bromo-quinoline;QUINOLINE, 5-BROMO-;MFCD00234481;5-bromo quinoline;5-Bromoquinoline, 97%;SCHEMBL428159;DTXSID10355790;CHODTZCXWXCALP-UHFFFAOYSA-N;BBL020682;STK893372;AKOS001476966;AB05240;AC-1259;CS-W002559;HY-W002559;PS-6094;SY001017;AM20061831;B3078;FT-0600550;EN300-66370;A24756;AC-907/25004860;W-202876;Q27455212;4XH

Chemical Property of 5-Bromoquinoline

Chemical Property:

• Appearance/Colour: Pale yellow liquid
• Vapor Pressure: 0.00261mmHg at 25°C
• Melting Point: 50-52 °C
• Refractive Index: 1.673
• Boiling Point: 295.9 °C at 760 mmHg
• PKA: 3.88±0.12(Predicted)
• Flash Point: 132.8 °C
• PSA: 12.89000
• Density: 1.564 g/cm³
• LogP: 2.99730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.3
• 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

5-Bromoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromoquinoline

There total 18 articles about 5-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: 85.0%

5-bromoquinoline N-oxide (846038-45-7) → 5-bromoquinoline (4964-71-0)

Guidance literature:

With lithium tetrafluoroborate; In water; acetonitrile; at 20 ℃; for 4h; Electrochemical reaction; Inert atmosphere;

DOI:10.1002/ejoc.202000377

Reference yield: 63.0%

5-Aminoquinoline (611-34-7,146614-41-7) → 5-bromoquinoline (4964-71-0)

Guidance literature:

5-Aminoquinoline; With hydrogen bromide; sodium nitrite; In water; at -10 - 0 ℃;

With hydrogen bromide; copper(I) bromide; In water; at 60 ℃; for 0.5h;

DOI:10.1016/S0968-0896(02)00098-6

Reference yield: 44.0%

quinoline (91-22-5) → 8-bromoquinoline (16567-18-3) + 5-bromoquinoline (4964-71-0) + 5,8-Dibromoquinoline (81278-86-6)

Guidance literature:

With N-Bromosuccinimide; In sulfuric acid; at 20 ℃; Product distribution; different reaction temperature;

DOI:10.1007/BF00479345

upstream raw materials:

6-amino-5-bromoquinoline

glycerol

m-Bromoaniline

quinoline

Downstream raw materials:

5-trimethylsilylquinoline

[5]quinolyl-[8]quinolyl ether

5-bromo-quinoline-8-sulfonic acid

5-(piperidin-1-yl)quinoline

Refernces

• 1、 -. "Composite taken as URAT 1 inhibitor". Paragraph 0014; 0015. . Retrieved 2018/05/16.
• 2、 Son, Myung-Hee,Kim, Ji Young,Lim, Eun Jeong,Baek, Du-Jong,Choi, Kihang,Lee, Jae Kyun,Pae, Ae Nim,Min, Sun-Joon,Cho, Yong Seo. "Synthesis and biological evaluation of 2-(arylethynyl)quinoline derivatives as mGluR5 antagonists for the treatment of neuropathic pain". supporting information. p. 1472 - 1476. Retrieved 2013/03/28.