5-Methoxyquinoline

Base Information

• Chemical Name: 5-Methoxyquinoline
• CAS No.: 6931-19-7
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• Mol file: 6931-19-7.mol

Synonyms:Quinoline, 5-methoxy-;

Chemical Property of 5-Methoxyquinoline

Chemical Property:

• Appearance/Colour: Brown Oil
• Vapor Pressure: 0.00656mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 280.1 °C at 760 mmHg
• PKA: 4.84±0.12(Predicted)
• Flash Point: 102.7 °C
• PSA: 22.12000
• Density: 1.13 g/cm³
• LogP: 2.24340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform

Purity/Quality:

99% ^*data from raw suppliers

5-Methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Methoxyquinoline (cas# 6931-19-7) is a compound useful in organic synthesis.

Technology Process of 5-Methoxyquinoline

There total 20 articles about 5-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: 92.0%

quinolin-5-ol (578-67-6) + methyl iodide (74-88-4) → 5-methoxyquinoline (6931-19-7)

Guidance literature:

quinolin-5-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.07.025

Reference yield: 89.0%

5-methoxy-1,2,3,4-tetrahydroquinoline (30389-37-8) → 5-methoxyquinoline (6931-19-7)

Guidance literature:

With potassium tert-butylate; In o-xylene; at 140 ℃; for 36h; Inert atmosphere;

DOI:10.1002/adsc.201900499

Reference yield: 88.0%

8-bromo-5-methoxyquinoline (1312610-18-6) → 5-methoxyquinoline (6931-19-7) + 5-methoxyquinolin-8-ylboronic acid (1315322-65-6) + 5,5'-dimethoxy-8,8'-biquinoline (1315322-71-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; bis(pinacol)diborane; catacxium A; In N,N-dimethyl acetamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo200904g

upstream raw materials:

quinolin-5-ol

methyl iodide

N-(3-methoxyphenyl)pivalamide

1,3-bis-dimethylaminotrimethinium perchlorate

Downstream raw materials:

5-methoxy-1-(4-methoxybenzyl)-2-(trifluoromethyl)-1,2-dihydroquinoline

tert-butyl 5-hydroxy-3,4-dihydroquinoline-1(2H)-carboxylate

5-hydroxy-1,2,3,4-tetrahydroquinoline

5-methoxy-1,2,3,4-tetrahydroquinoline hydrochloride

Refernces

• 1、 Wang, Qingfu,Chai, Huining,Yu, Zhengkun. "Acceptorless Dehydrogenation of N-Heterocycles and Secondary Alcohols by Ru(II)-NNC Complexes Bearing a Pyrazoyl-indolyl-pyridine Ligand". . p. 584 - 591. Retrieved 2018/03/08.
• 2、 Ma, Wenpeng,Zhang, Jianwei,Xu, Cong,Chen, Fei,He, Yan-Mei,Fan, Qing-Hua. "Highly Enantioselective Direct Synthesis of Endocyclic Vicinal Diamines through Chiral Ru(diamine)-Catalyzed Hydrogenation of 2,2′-Bisquinoline Derivatives". supporting information. p. 12891 - 12894. Retrieved 2016/10/04.