3-Methylquinolin-8-ol

Base Information

• Chemical Name: 3-Methylquinolin-8-ol
• CAS No.: 75457-13-5
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 850-862-4
• DSSTox Substance ID: DTXSID20402027
• Nikkaji Number: J1.529.288A
• Wikidata: Q82205376
• ChEMBL ID: CHEMBL1554734
• Mol file: 75457-13-5.mol

Synonyms:3-methylquinolin-8-ol;75457-13-5;3-methyl-8-hydroxyquinoline;8-Quinolinol, 3-methyl-;3-Methyl-oxine;3-methyl-8-quinolinol;8-hydroxy-3-methylquinoline;SCHEMBL1787225;CHEMBL1554734;DTXSID20402027;LHPOFWYKNOUJJN-UHFFFAOYSA-N;MFCD05662429;AKOS022189484;SB68037;NCGC00188742-01;BS-17526;CS-0087911;D82795;EN300-741981;Z2938032125

Chemical Property of 3-Methylquinolin-8-ol

Chemical Property:

• PSA: 33.12000
• LogP: 2.24880
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DCM
• 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:

NLT 98% ^*data from raw suppliers

3-Methyl-8-hydroxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=CC=C2)O)N=C1
• Uses: 3-Methyl-8-hydroxyquinoline l is an intermediate in the synthesis of metal-ion chelating amino acid into proteins as a biophysical probe.

Technology Process of 3-Methylquinolin-8-ol

There total 9 articles about 3-Methylquinolin-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: 97.0%

8-methoxy-3-methylquinoline (112955-06-3) → 8-hydroxy-3-methylquinoline (75457-13-5)

Guidance literature:

With hydrogen bromide; In water; for 30h; Reflux;

Reference yield: 88.0%

2-methylpropenal (78-85-3,25120-30-3) + 2-methoxy-phenylamine (90-04-0) → 8-hydroxy-3-methylquinoline (75457-13-5)

Guidance literature:

With sulfuric acid; sodium iodide; at 110 ℃; for 1h;

DOI:10.1016/0040-4020(95)01118-8

Reference yield: 52.0%

2-amino-3-hydroxybenzaldehyde (1004545-97-4) + propionaldehyde (123-38-6) → 8-hydroxy-3-methylquinoline (75457-13-5)

Guidance literature:

With potassium hydroxide; In ethanol; at 130 ℃; for 0.666667h; Microwave irradiation; Inert atmosphere;

DOI:10.1039/c6md00381h

upstream raw materials:

formaldehyd

propionaldehyde

2-amino-phenol

2-methylpropenal

Downstream raw materials:

5-methyl-pyridine-2,3-dicarboxylic acid

3-methyl-[8]quinolylamine

Refernces

• 1、 Jianbo, He,Tingting, Zhou,Yongjing, Cao,Yuanyuan, Zhang,Weiqing, Yang,Menglin, Ma. "Study on Relationship Between Fluorescence Properties and Structure of Substituted 8-Hydroxyquinoline Zinc Complexes". . p. 1121 - 1126. Retrieved 2018/08/17.
• 2、 Thinnes,Tumber,Yapp,Scozzafava,Yeh,Chan,Tran,Hsu,Tarhonskaya,Walport,Wilkins,Martinez,Müller,Pugh,Ratcliffe,Brennan,Kawamura,Schofield. "Betti reaction enables efficient synthesis of 8-hydroxyquinoline inhibitors of 2-oxoglutarate oxygenases". supporting information. p. 15458 - 15461. Retrieved 2015/10/20.