Tiliquinol

Base Information

• Chemical Name: Tiliquinol
• CAS No.: 5541-67-3
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 226-905-2
• NSC Number: 130828
• UNII: 813OG1OGVG
• DSSTox Substance ID: DTXSID3046401
• Nikkaji Number: J225.009H
• Wikidata: Q27269198
• NCI Thesaurus Code: C72867
• ChEMBL ID: CHEMBL1410814
• Mol file: 5541-67-3.mol

Synonyms:5-methyl-8-hydroxyquinoline;5-methyl-8-hydroxyquinoline hydrochloride;5-methyloxine;tiliquinol

Chemical Property of Tiliquinol

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Melting Point: 121-122 °C(Solv: water (7732-18-5); methanol (67-56-1))
• Boiling Point: 324.7°Cat760mmHg
• PKA: 5.33±0.10(Predicted)
• Flash Point: 150.2°C
• PSA: 33.12000
• Density: 1.21g/cm³
• LogP: 2.24880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

5-Methylquinolin-8-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CC=NC2=C(C=C1)O

Technology Process of Tiliquinol

There total 10 articles about Tiliquinol 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: 78.0%

3-amino-4-hydroxytoluene (95-84-1) + acrolein (107-02-8,25068-14-8) → 5-methyl-8-quinolinol (5541-67-3)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In water; for 2h; Reflux;

DOI:10.1039/c5cc06095h

Reference yield: 59.0%

3-amino-4-hydroxytoluene (95-84-1) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 5-methyl-8-quinolinol (5541-67-3)

Guidance literature:

glycerol; With sulfuric acid; sodium o-nitrobenzenesulfonate; In water; at 20 - 65 ℃;

3-amino-4-hydroxytoluene; In water; at 65 ℃; for 5h;

DOI:10.1002/chem.201304166

Reference yield: 58.0%

acrylaldehyde diethyl acetal (3054-95-3) + 3-amino-4-hydroxytoluene (95-84-1) → 5-methyl-8-quinolinol (5541-67-3)

Guidance literature:

With hydrogenchloride; In water; at 111 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.09.145

upstream raw materials:

8-hydroxyquinoline-5-carbaldehyde

3-amino-4-hydroxytoluene

glycerol

8-methoxy-5-methyl-quinoline

Downstream raw materials:

5,5'-dimethyl-7,7'-methanediyl-bis-quinolin-8-ol

5-Methyl-7-hydroxymethyl-8-hydroxy-chinolin

8-methoxy-5-methyl-quinoline

7-bromo-8-hydroxy-5-methylquinoline

Refernces

• 1、 Ramann, Ginelle A.,Cowen, Bryan J.. "Quinoline synthesis by improved Skraup-Doebner-Von Miller reactions utilizing acrolein diethyl acetal". supporting information. p. 6436 - 6439. Retrieved 2015/11/16.
• 2、 Kallweit, Christine,Haberhauer, Gebhard,Woitschetzki, Sascha. "4,4'-bipyridine as a unidirectional switching unit for a molecular pushing motor". supporting information. p. 6358 - 6365. Retrieved 2014/06/09.