4-Methyl-5,6,7,8-tetrahydroquinoline

Base Information

• Chemical Name: 4-Methyl-5,6,7,8-tetrahydroquinoline
• CAS No.: 28971-03-1
• Molecular Formula: C10H13 N
• Molecular Weight: 147.22
• DSSTox Substance ID: DTXSID40951587
• Nikkaji Number: J2.364.671D
• Wikidata: Q82929942
• Metabolomics Workbench ID: 43999
• Mol file: 28971-03-1.mol

Synonyms:4-methyl-5,6,7,8-tetrahydroquinoline;5,6,7,8-Tetrahydro-4-methylquinoline;28971-03-1;Quinoline, 5,6,7,8-tetrahydro-4-methyl-;Quinoline,5,6,7,8-tetrahydro-4-methyl;5,6,7,8-Tetrahydrolepidine;SCHEMBL795349;AMY8803;DTXSID40951587;HY-W049311;BS-33950;CS-0102388;FT-0722442;5,6,7,8-tetrahydro-4-methyl-Quinoline Diacetate

Chemical Property of 4-Methyl-5,6,7,8-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.0375mmHg at 25°C
• Boiling Point: 248.8°Cat760mmHg
• Flash Point: 94°C
• PSA: 12.89000
• Density: 1.01g/cm³
• LogP: 2.26880
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

NLT 98% ^*data from raw suppliers

Quinoline,5,6,7,8-tetrahydro-4-methyl 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCCCC2=NC=C1

Technology Process of 4-Methyl-5,6,7,8-tetrahydroquinoline

There total 7 articles about 4-Methyl-5,6,7,8-tetrahydroquinoline 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: 64.0%

C6H4NCH2CHCCH2 (491-35-0) → 4-methyl-5,6,7,8-tetrahydroquinoline (28971-03-1) + 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogen; aluminum oxide; silica gel; nickel; In various solvent(s); at 160 ℃; for 1.5h; under 38786.1 Torr;

Reference yield:

quinoline-4-carbonitrile (2973-27-5) → 4-methyl-5,6,7,8-tetrahydroquinoline (28971-03-1) + 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogen; In methanol; at 80 ℃; for 0.75h; under 775.743 Torr;

DOI:10.1080/14786419.2019.1634709

Reference yield:

2-chloro-4-methylquinoline (634-47-9) → 4-methyl-5,6,7,8-tetrahydroquinoline (28971-03-1) + 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In acetic acid; at 61 ℃; Product distribution; various reaction conditions;

DOI:10.1002/ardp.19833160305

upstream raw materials:

C₆H₄NCH₂CHCCH₂

2-chloro-4-methylquinoline

tetralin

decalin

Downstream raw materials:

4-Methyl-5,6,7,8-tetrahydro-5-chinolinon

E-8-(4-Acetoxy-3-methoxybenzylidene)-5,6,7,8-tetrahydro-4-methylquinoline

2-amino-4-methyl-5,6,7,8-tetrahydroquinoline

isotiquimide

Refernces

• 1、 Rout, Prasant Kumar,Kumar, Prashant,Rao, Y. Ramachandra,Kumar, Anant,Bawankule, Dnyaneshwar U.,Singh, Ruchi,Singh, Kijay Bahadur,Chanotiya, Chandan Singh,Naik. "A quinoline alkaloid rich Quisqualis indica floral extract enhances the bioactivity". supporting information. p. 1632 - 1638. Retrieved 2019/07/12.
• 2、 Chen, Feng,Surkus, Annette-Enrica,He, Lin,Pohl, Marga-Martina,Radnik, J?rg,Topf, Christoph,Junge, Kathrin,Beller, Matthias. "Selective Catalytic Hydrogenation of Heteroarenes with N-Graphene-Modified Cobalt Nanoparticles (Co3O4-Co/NGratα-Al2O3)". supporting information. p. 11718 - 11724. Retrieved 2015/09/28.