1-Methyl-2-quinolone

Base Information

• Chemical Name: 1-Methyl-2-quinolone
• CAS No.: 606-43-9
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933790090
• European Community (EC) Number: 622-684-5
• NSC Number: 5873
• UNII: UQ470VV48X
• DSSTox Substance ID: DTXSID1060552
• Nikkaji Number: J96.125F
• Wikidata: Q27095322
• Pharos Ligand ID: SA6A3BKA7BKM
• Metabolomics Workbench ID: 149020
• ChEMBL ID: CHEMBL216146
• Mol file: 606-43-9.mol

Synonyms:ferrocin C;N-methyl-2-quinolone

Chemical Property of 1-Methyl-2-quinolone

Chemical Property:

• Vapor Pressure: 0.0255mmHg at 25°C
• Melting Point: 74-76°C
• Refractive Index: 1.592
• Boiling Point: 247.5 °C at 760 mmHg
• PKA: 0.49±0.20(Predicted)
• Flash Point: 106.8 °C
• PSA: 22.00000
• Density: 1.16 g/cm ³
• LogP: 1.53850
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

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

1-Methyl-2-quinolinone 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C(=O)C=CC2=CC=CC=C21

Technology Process of 1-Methyl-2-quinolone

There total 11 articles about 1-Methyl-2-quinolone 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: 66.0%

chloroform (67-66-3,8013-54-5) + N-methylquinolinium iodide (3947-76-0) → 1-methyl-2-quinolin-2(1H)-one (606-43-9) + 1-methyl-2-trichloromethyl-1,2-dihydroquinoline (132363-86-1)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

DOI:10.1248/cpb.38.2577

Reference yield: 65.0%

3-bromo-1-methylquinolin-1-ium trifluoromethanesulfonate → 1-methyl-2-quinolin-2(1H)-one (606-43-9) + 3-bromo-1-methylquinolin-2(1H)-one (941-91-3)

Guidance literature:

With Dimethyl phosphite; potassium hydroxide; In acetonitrile; at 0 - 35 ℃; Sealed tube;

DOI:10.1039/c8ob01032c

Reference yield: 54.2%

1-methyl-2-trichloromethyl-1,2-dihydroquinoline (132363-86-1) → 1-methyl-2-quinolin-2(1H)-one (606-43-9) + N-methylquinoline hydrochloride (2525-21-5)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Heating;

DOI:10.1248/cpb.38.2577

upstream raw materials:

chloroform

N-methylquinolinium iodide

N-methylquinoline hydrochloride

1-methyl-2-trichloromethyl-1,2-dihydroquinoline

Downstream raw materials:

2-Chloroquinoline

1-Methyl-1,2-dihydroquinoline

1-methylquinoline-2(1H)-thione

coumarin

Refernces

• 1、 Motaleb, Abdul,Bera, Asish,Maity, Pradip. "An organocatalyst bound α-aminoalkyl radical intermediate for controlled aerobic oxidation of iminium ions". supporting information. p. 5081 - 5085. Retrieved 2018/07/29.
• 2、 Schoeneboom, Jan C.,Groetsch, Stefan,Christl, Manfred,Engels, Bernd. "Computational assessment of the electronic structure of 1-azacyclohexa-2,3,5-triene (3δ2-1H-pyridine) and its benzo derivative (3δ2-1H-quinoline) as well as generation and interception of 1-methyl-3δ2-1H-quinoline". . p. 4641 - 4649. Retrieved 2007/10/03.