8-Methoxyquinoline

Base Information

• Chemical Name: 8-Methoxyquinoline
• CAS No.: 938-33-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 213-341-7
• UNII: 4Y56U1UNUJ
• DSSTox Substance ID: DTXSID00239656
• Nikkaji Number: J112.929E
• Wikidata: Q27260653
• ChEMBL ID: CHEMBL300509
• Mol file: 938-33-0.mol

Synonyms:8-Methoxyquinoline;938-33-0;Quinoline, 8-methoxy-;Methyl 8-quinolyl ether;CCRIS 7821;8-Methoxy-quinoline;EINECS 213-341-7;UNII-4Y56U1UNUJ;4Y56U1UNUJ;MFCD00957068;8-Methoxyquinoline,96%;8-methoxy quinoline;SCHEMBL170428;CHEMBL300509;F2179-0008;ZLKGGEBOALGXJZ-UHFFFAOYSA-;DTXSID00239656;AMY23309;STL253601;AKOS002291294;SB67462;DS-13321;SY021172;LS-188216;CS-0043908;FT-0692992;M2718;EN300-105698;Q27260653;Z54849993

Chemical Property of 8-Methoxyquinoline

Chemical Property:

• Vapor Pressure: 0.00656mmHg at 25°C
• Melting Point: 38-41℃
• Refractive Index: 1.61
• Boiling Point: 280.088 °C at 760 mmHg
• PKA: 3.28±0.17(Predicted)
• Flash Point: 102.716 °C
• PSA: 22.12000
• Density: 1.13 g/cm³
• LogP: 2.24340
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1N=CC=C2
• Uses: 8-Methoxyquinoline is used as pharmaceutical intermediate.

Technology Process of 8-Methoxyquinoline

There total 24 articles about 8-Methoxyquinoline 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: 97.0%

8-quinolinol (148-24-3,24804-14-6) + methyl iodide (74-88-4) → 8-methoxyquinoline (938-33-0)

Guidance literature:

8-quinolinol; With potassium tert-butylate; In tetrahydrofuran; for 3h; Reflux; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.molstruc.2010.01.054

Reference yield: 95.0%

8-quinolinol (148-24-3,24804-14-6) + dimethyl sulfate (77-78-1) → 8-methoxyquinoline (938-33-0)

Guidance literature:

8-quinolinol; With sodium hydroxide;

dimethyl sulfate;

DOI:10.1002/ardp.202000086

Reference yield: 95.0%

8-quinolinol (148-24-3,24804-14-6) + dimethyl acetylenedicarboxylate (762-42-5) → 8-methoxyquinoline (938-33-0)

Guidance literature:

With 1-methyl-1H-imidazole; In neat (no solvent); at 100 ℃; for 0.116667h; Microwave irradiation; Green chemistry;

DOI:10.2298/JSC131223027D

upstream raw materials:

8-quinolinol

dimethyl sulfate

methyl iodide

5-amino-8-methoxyquinoline

Downstream raw materials:

8-Methoxy-3-ethoxycarbonyl-chinolin

ethyl 8-methoxyquinoline-4-carboxylate

5,6,7,8-tetrahydroquinoline

8-methoxy-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Budzikiewicz,Ploeger. "-". . p. 709,719. Retrieved 1970.
• 2、 Kawasaki. "-". . p. 165,167. Retrieved 1970.
• 3、 Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul,Dey, Sayan,Guria, Saikat,Roy, Brindaban,Chattopadhyay, Buddhadeb. "Iridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines". supporting information. p. 3333 - 3342. Retrieved 2021/06/18.
• 4、 Brodney, Michael A.,Gair, Joseph J.,Giroux, Simon,Grey, Ronald L.. "Palladium-catalyzed hydrodefluorination of fluoroarenes". . p. 131 - 146. Retrieved 2021/06/18.