5,6,7,8-Tetrahydroquinolin-8-ol

Base Information

• Chemical Name: 5,6,7,8-Tetrahydroquinolin-8-ol
• CAS No.: 14631-46-0
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2933499090
• European Community (EC) Number: 676-234-8
• DSSTox Substance ID: DTXSID10473423
• Nikkaji Number: J638.145F
• Mol file: 14631-46-0.mol

Synonyms:5,6,7,8-tetrahydroquinolin-8-ol;14631-46-0;5,6,7,8-Tetrahydro-quinolin-8-ol;8-quinolinol, 5,6,7,8-tetrahydro-;MFCD07369987;8-hydroxy-5,6,7,8-tetrahydroquinoline;(S)-5,6,7,8-Tetrahydro-quinolin-8-ol;SCHEMBL1514902;8-hydroxy-5,7-dihydroquinoline;DTXSID10473423;YCQHYOBSOVFBEB-UHFFFAOYSA-N;BTA46679;BTA46681;AC-780;MFCD18828012;AKOS005255499;GS-3462;SB37235;SB37236;SB67476;AM803224;SY004995;SY253720;FT-0630085;FT-0772350;EN300-93704;5,6,7,8-tetrahydro-quinolin-8-ol, AldrichCPR;A808484;J-516508;5 pound not6 pound not7 pound not8-Tetrahydro-quinolin-8-ol

Chemical Property of 5,6,7,8-Tetrahydroquinolin-8-ol

Chemical Property:

• Vapor Pressure: 0.000274mmHg at 25°C
• Melting Point: 64-65 °C
• Refractive Index: 1.59
• Boiling Point: 309.5 °C at 760 mmHg
• PKA: 13.44±0.20(Predicted)
• Flash Point: 141 °C
• PSA: 33.12000
• Density: 1.179 g/cm³
• LogP: 1.45130
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

5,6,7,8-Tetrahydroquinolin-8-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5,6,7,8-Tetrahydroquinolin-8-ol

There total 13 articles about 5,6,7,8-Tetrahydroquinolin-8-ol 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: 98.0%

5,6,7,8-tetrahydroquinolin-8-yl acetate (14631-47-1) → 5,6,7,8-tetrahydroquinoline-8-ol (14631-46-0)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1002/cmdc.202000300

Reference yield: 95.0%

2-chloro-8-hydroxy-5,6,7,8-tetrahydroquinoline (130861-73-3) → 5,6,7,8-tetrahydroquinoline-8-ol (14631-46-0)

Guidance literature:

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.01.053

Reference yield: 91.0%

5,6,7,8-tetrahydro-8-quinolinone (56826-69-8) → 5,6,7,8-tetrahydroquinoline-8-ol (14631-46-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 5h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7dt01720k

upstream raw materials:

8-quinolinol

(R)-8-hydroxy-5,6,7,8-tetrahydroquinoline

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

5,6,7,8-tetrahydroquinoline

Downstream raw materials:

5,6,7,8-tetrahydro-8-quinolinone

5,6,7,8-tetrahydroquinolin-8-yl amine

(R)-(-)-8-amino-5,6,7,8-tetrahydroquinoline

7,8-Epoxy-5,6,7,8-tetrahydroquinoline

Refernces

• 1、 Martin, Benedikt,Schepmann, Dirk,Bernal, Freddy A.,Schmidt, Thomas J.,Che, Tao,Loser, Karin,Wünsch, Bernhard. "Enantiomerically Pure Quinoline-Based κ-Opioid Receptor Agonists: Chemoenzymatic Synthesis and Pharmacological Evaluation". . p. 1408 - 1420. Retrieved 2020/07/06.
• 2、 Lebedev, Yury,Polishchuk, Iuliia,Maity, Bholanath,Dinis Veloso Guerreiro, Miguel,Cavallo, Luigi,Rueping, Magnus. "Asymmetric Hydroboration of Heteroaryl Ketones by Aluminum Catalysis". supporting information. p. 19415 - 19423. Retrieved 2019/12/24.