8-Bromo-7-methylquinoline

Base Information

• Chemical Name: 8-Bromo-7-methylquinoline
• CAS No.: 98203-08-8
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.084
• Hs Code.: 2933499090
• European Community (EC) Number: 807-180-7
• DSSTox Substance ID: DTXSID60540230
• Nikkaji Number: J3.533.072K
• Wikidata: Q82416150
• Mol file: 98203-08-8.mol

Synonyms:8-BROMO-7-METHYLQUINOLINE;98203-08-8;8-bromo-7-methyl-quinoline;Quinoline, 8-bromo-7-methyl-;SCHEMBL3977326;DTXSID60540230;SLLODIGTEKKDMR-UHFFFAOYSA-N;SMSSF-0625419;YDA20308;MFCD09907848;AKOS023553643;AT37102;SB69610;AMS_CNC_ID-1069458256;EN300-248997;Z1269219117

Chemical Property of 8-Bromo-7-methylquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 3.30570
• 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:

99% ^*data from raw suppliers

8-Bromo-7-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(C=CC=N2)C=C1)Br

Technology Process of 8-Bromo-7-methylquinoline

There total 6 articles about 8-Bromo-7-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: 100.0%

7-methylquinoline (612-60-2) → 8-bromo-7-methylquinoline (98203-08-8)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 0 - 20 ℃; for 2h;

DOI:10.1021/acs.joc.6b00534

Reference yield: 65.0%

2-bromo-3-methylaniline (54879-20-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 8-bromo-7-methylquinoline (98203-08-8)

Guidance literature:

With ferrous(II) sulfate heptahydrate; methanesulfonic acid; sodium 3-nitrobenzenesulfonate; at 125 ℃; for 20h;

DOI:10.1002/chem.201701707

Reference yield: 21.0%

3-bromo-4-methylaniline (7745-91-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 7-bromo-6-methyl-quinoline + 8-bromo-7-methylquinoline (98203-08-8)

Guidance literature:

With sulfuric acid; In nitrobenzene; at 0 - 150 ℃; for 6.4h; Overall yield = 63 percent; Overall yield = 15 g;

upstream raw materials:

2-bromo-3-methylaniline

glycerol

7-methylquinoline

7-methyl-8-amino quinoline

Downstream raw materials:

7-methyl-8-phenylquinoline

7-methylquinoline

Refernces

• 1、 Miyaji, Ryota,Asano, Keisuke,Matsubara, Seijiro. "Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts". supporting information. p. 9996 - 10000. Retrieved 2017/08/01.
• 2、 Wang, Jie,Chen, Mu-Wang,Ji, Yue,Hu, Shu-Bo,Zhou, Yong-Gui. "Kinetic Resolution of Axially Chiral 5- or 8-Substituted Quinolines via Asymmetric Transfer Hydrogenation". supporting information. p. 10413 - 10416. Retrieved 2016/09/04.