6-HYDROXY-2-METHYLQUINOLINE

Base Information

• Chemical Name: 6-HYDROXY-2-METHYLQUINOLINE
• CAS No.: 613-21-8
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• Mol file: 613-21-8.mol

Synonyms:2-Methyl-6-hydroxyquinoline;2-Methyl-6-quinolinol;6-Hydroxy-2-methylquinoline;6-Hydroxyquinaldine;

Chemical Property of 6-HYDROXY-2-METHYLQUINOLINE

Chemical Property:

• Vapor Pressure: 0.000483mmHg at 25°C
• Melting Point: 198℃
• Refractive Index: 1.666
• Boiling Point: 304.5 °C at 760 mmHg
• PKA: 9.04±0.40(Predicted)
• Flash Point: 142.3 °C
• PSA: 33.12000
• Density: 1.21 g/cm³
• LogP: 2.24880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

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

2-Methylquinolin-6-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methylquinolin-6-ol can be used as agricultural and horticultural fungicides.

Technology Process of 6-HYDROXY-2-METHYLQUINOLINE

There total 2 articles about 6-HYDROXY-2-METHYLQUINOLINE 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: 28.0%

(E)-4-(4-hydroxyphenyl)butan-2-one oxime (58484-75-6) → 6-hydroxyquinaldine (613-21-8) + N-acetyltyramine (1202-66-0) + 2-methyl-1-azaspiro[4.5]deca-1,6,9-trien-8-one (161644-20-8)

Guidance literature:

With trifluorormethanesulfonic acid; In nitromethane; Heating;

DOI:10.1246/cl.1998.111

Reference yield: 20.0%

4-(3-hydroxyphenyl)butan-2-one methylsulfonyl oxime → 6-hydroxyquinaldine (613-21-8) + 2-methyl-8-quinolinol (826-81-3)

Guidance literature:

With sodium hydride; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1055/s-1997-6146

Reference yield: 96.0%

6-hydroxyquinaldine (613-21-8) + tert-butyl (1-benzyl-2-oxoindolin-3-ylidene)carbamate (1373942-84-7) → tert-butyl (R)-(1-benzyl-3-(6-hydroxy-2-methylquinolin-5-yl)-2-oxoindolin-3-yl)carbamate

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)thiourea; In toluene; at 20 ℃; for 45h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201701217

upstream raw materials:

(E)-4-(4-hydroxyphenyl)butan-2-one oxime

Downstream raw materials:

C₅₃H₄₅NO₁₃

methyl-phenyl-carbamic acid 2-methyl-quinolin-6-yl ester

methyl 4-(6-quinaldinyloxy)-3-methylsulfonyl-benzoate

6-(2,6-dibromo-4-nitrophenoxy)-2-methylquinoline

Refernces

• 1、 Mori, Seiji,Uchiyama, Katsuya,Hayashi, Yujiro,Narasaka, Koichi,Nakamura, Eiichi. "SN2 substitution on sp2 nitrogen of protonated oxime". . p. 111 - 112. Retrieved 2007/10/03.