8-Bromo-6-methylquinoline

Base Information

• Chemical Name: 8-Bromo-6-methylquinoline
• CAS No.: 84839-95-2
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.084
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90517778
• Nikkaji Number: J1.868.135H
• Mol file: 84839-95-2.mol

Synonyms:8-BROMO-6-METHYLQUINOLINE;84839-95-2;6-methyl-8-bromoquinoline;8-bromo-6-methyl-quinoline;SCHEMBL2696188;DTXSID90517778;ONJNEQXRWAWITH-UHFFFAOYSA-N;MFCD09701455;AKOS015834644;SB68819;3-(4,5-Dimethyl-2-furyl)propanoicacid;AC-28588;CS-0456151;FT-0751988;EN300-252152;F87535;A840957;Z1269148017

Chemical Property of 8-Bromo-6-methylquinoline

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 51 °C
• Refractive Index: 1.654
• Boiling Point: 313.981 °C at 760 mmHg
• PKA: 2.56±0.20(Predicted)
• Flash Point: 143.691 °C
• PSA: 12.89000
• Density: 1.488 g/cm³
• LogP: 3.30570
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 220.98401
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Bromo-6-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1)Br)N=CC=C2

Technology Process of 8-Bromo-6-methylquinoline

There total 2 articles about 8-Bromo-6-methylquinoline 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:

p-toluidine (106-49-0,12221-03-3) → 6-methylquinoline (91-62-3) + 6-methyl-8-bromoquinoline (84839-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 3.5 h / 0 - 20 °C

2: sodium iodide; sulfuric acid / 1.05 h / 0 - 140 °C / Schlenk technique

With N-Bromosuccinimide; sulfuric acid; sodium iodide; In acetonitrile;

DOI:10.1021/ja311682c

Reference yield:

2-bromo-p-toluidine (583-68-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 6-methylquinoline (91-62-3) + 6-methyl-8-bromoquinoline (84839-95-2)

Guidance literature:

With sulfuric acid; sodium iodide; at 0 - 140 ℃; for 1.05h; Overall yield = 80 %; Overall yield = 14.3 g; Schlenk technique;

DOI:10.1021/ja311682c

Reference yield: 85.0%

6-methyl-8-bromoquinoline (84839-95-2) + 3-hydroxyphenylboronic acid (87199-18-6) → 3-(6-methylquinolin-8-yl)phenol

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In ethanol; water; toluene; at 120 ℃; for 15h; Inert atmosphere;

DOI:10.1002/chem.201701707

upstream raw materials:

2-bromo-p-toluidine

glycerol

p-toluidine

Downstream raw materials:

C₁₇H₁₅BrN₂

C₁₇H₁₆N₂

C₁₇H₁₅BrN₂

L-454,560

Refernces