8-Chloro-5,6,7,8-tetrahydroquinoline

Base Information

• Chemical Name: 8-Chloro-5,6,7,8-tetrahydroquinoline
• CAS No.: 106057-23-2
• Molecular Formula: C9H10ClN
• Molecular Weight: 167.63500
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80547408
• Mol file: 106057-23-2.mol

Synonyms:8-chloro-5,6,7,8-tetrahydroquinoline;106057-23-2;8-Chloro-5,6,7,8-tetrahydro-quinoline;Quinoline, 8-chloro-5,6,7,8-tetrahydro-;SCHEMBL9670350;DTXSID80547408;HGGWYJGOBNJZRY-UHFFFAOYSA-N;AKOS015919389;SB30436;5,6,7,8-tetrahydro-8-chloroquinoline;CS-0102432;A22498;EN300-349318;P16790

Chemical Property of 8-Chloro-5,6,7,8-tetrahydroquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 2.69780
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 167.0501770
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

8-Chloro-5,6,7,8-tetrahydroquinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C2=C(C1)C=CC=N2)Cl

Technology Process of 8-Chloro-5,6,7,8-tetrahydroquinoline

There total 3 articles about 8-Chloro-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: 86.0%

5,6,7,8-tetrahydroquinoline (10500-57-9) → 8-chloro-5,6,7,8-tetrahydroquinoline (106057-23-2)

Guidance literature:

With trichloroisocyanuric acid; In dichloromethane; Reflux;

DOI:10.1016/j.ejmech.2018.02.042

Reference yield: 36.0%

5,6,7,8-tetrahydroquinoline N-oxide (14631-48-2) → 8-chloro-5,6,7,8-tetrahydroquinoline (106057-23-2)

Guidance literature:

5,6,7,8-tetrahydroquinoline N-oxide; With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

With bis(trichloromethyl) carbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/acs.joc.1c00749

Reference yield:

methane sulfonyl chloride + 5,6,7,8-tetrahydroquinoline N-oxide (14631-48-2) → 8-chloro-5,6,7,8-tetrahydroquinoline (106057-23-2)

Guidance literature:

With sodium hydrogencarbonate;

upstream raw materials:

5,6,7,8-tetrahydroquinoline N-oxide

5,6,7,8-tetrahydroquinoline

Downstream raw materials:

(±)-N-methyl-5,6,7,8-tetrahydroquinolin-8-amine