4-Methyl-8-hydroxyquinoline

Base Information

• Chemical Name: 4-Methyl-8-hydroxyquinoline
• CAS No.: 3846-73-9
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• European Community (EC) Number: 609-556-4
• NSC Number: 402584
• UNII: SJ9ZA7F8TG
• DSSTox Substance ID: DTXSID60191781
• Nikkaji Number: J47.685D
• Wikidata: Q63398524
• ChEMBL ID: CHEMBL1876506
• Mol file: 3846-73-9.mol

Synonyms:4-methylquinolin-8-ol;3846-73-9;4-Methyl-8-hydroxyquinoline;4-Methyl-8-quinolinol;8-Quinolinol, 4-methyl-;8-Hydroxy-4-methylquinoline;Lepidine, 8-hydroxy;8-Hydroxylepidine;MFCD02170459;NSC 402584;NSC-402584;NSC402584;Cc1ccnc2c(O)cccc12;SJ9ZA7F8TG;Oprea1_590668;SCHEMBL1187430;CHEMBL1876506;DTXSID60191781;AKOS006279089;CS-W022224;SB66513;NCGC00188236-01;AC-24433;AM803822;DS-12341;SY011899;FT-0716197;A824166;Q63398524

Chemical Property of 4-Methyl-8-hydroxyquinoline

Chemical Property:

• Vapor Pressure: 8.93E-05mmHg at 25°C
• Refractive Index: 1.666
• Boiling Point: 330 °C at 760 mmHg
• PKA: pK1:5.56(＋1);pK2:10.00(0) (25°C)
• Flash Point: 153.4 °C
• PSA: 33.12000
• Density: 1.21 g/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

4-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=C(C2=NC=C1)O

Technology Process of 4-Methyl-8-hydroxyquinoline

There total 1 articles about 4-Methyl-8-hydroxyquinoline 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:

1.3-butanediol (18826-95-4,107-88-0) + 2-amino-phenol (95-55-6) → 2-methyl-8-quinolinol (826-81-3) + 4-methylquinolin-8-ol (3846-73-9)

Guidance literature:

With iron(III) chloride hexahydrate; In tetrachloromethane; at 150 ℃; for 8h; Overall yield = 90 %; Inert atmosphere;

DOI:10.1134/S1070363216070136

Reference yield: 96.0%

4-methylquinolin-8-ol (3846-73-9) → 4-methyl-8-aminoquinoline (62748-01-0)

Guidance literature:

With ammonium sulfate; ammonium hydroxide; at 170 ℃; for 48h;

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

Reference yield: 86.0%

4-methylquinolin-8-ol (3846-73-9) + methyl iodide (74-88-4) → 8-methoxy-4-methylquinoline (61703-95-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1021/acs.orglett.8b00118

upstream raw materials:

1.3-butanediol

2-amino-phenol

Downstream raw materials:

8-benzyloxy-4-methylquinoline

4-(2-hydroxy-trans-styryl)-quinolin-8-ol

4-(4-hydroxy-3-methoxy-trans-styryl)-quinolin-8-ol

4-methyl-8-aminoquinoline

Refernces