4,6,8-Trimethyl-quinolin-2-ol

Base Information

• Chemical Name: 4,6,8-Trimethyl-quinolin-2-ol
• CAS No.: 42414-28-8
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• Hs Code.: 2933499090
• NSC Number: 108501
• DSSTox Substance ID: DTXSID90296253
• Wikidata: Q82036746
• Mol file: 42414-28-8.mol

Synonyms:42414-28-8;4,6,8-trimethyl-quinolin-2-ol;4,6,8-trimethylquinolin-2-ol;4,6,8-trimethylquinolin-2(1H)-one;4,6,8-trimethyl-1H-quinolin-2-one;2-Hydroxy-4,6,8-trimethylquinoline;NSC108501;4,6,8-trimethyl-1,2-dihydroquinolin-2-one;SCHEMBL19689950;DTXSID90296253;MFCD00047596;STK056531;AKOS001052725;AKOS003239398;NSC-108501;SB67557;2(1H)-Quinolinone,4,6,8-trimethyl-;LS-07895;EN300-06177;AG-670/25097019;F3284-7635;InChI=1/C12H13NO/c1-7-4-9(3)12-10(5-7)8(2)6-11(14)13-12/h4-6H,1-3H3,(H,13,14

Chemical Property of 4,6,8-Trimethyl-quinolin-2-ol

Chemical Property:

• Vapor Pressure: 4.42E-05mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 350.3 °C at 760 mmHg
• Flash Point: 207.7 °C
• PSA: 32.86000
• Density: 1.084 g/cm³
• LogP: 2.45330
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

4,6,8-trimethylquinolin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C(=C1)C(=CC(=O)N2)C)C

Technology Process of 4,6,8-Trimethyl-quinolin-2-ol

There total 5 articles about 4,6,8-Trimethyl-quinolin-2-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: 90.0%

2-((2,4-dimethyl-6-(prop-1-en-2-yl)phenyl)amino)-2-oxoacetic acid → 4,6,8-trimethylquinolin-2(1H)-one (42414-28-8)

Guidance literature:

With (4-fluorophenyl)-λ³-iodanediyl diacetate; In chloroform; at 25 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.orglett.8b03503

Reference yield:

2-bromo-4,6-dimethylaniline (41825-73-4) → 4,6,8-trimethylquinolin-2(1H)-one (42414-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran; water / 16 h / Reflux

2.1: triethylamine / dichloromethane / 25 °C / Inert atmosphere

2.2: 25 °C

3.1: (4-fluorophenyl)-λ³-iodanediyl diacetate / chloroform / 24 h / 25 °C / Sealed tube

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (4-fluorophenyl)-λ³-iodanediyl diacetate; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; water;

DOI:10.1021/acs.orglett.8b03503

Reference yield:

2-isopropenyl-4,6-dimethylaniline → 4,6,8-trimethylquinolin-2(1H)-one (42414-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 25 °C / Inert atmosphere

1.2: 25 °C

2.1: (4-fluorophenyl)-λ³-iodanediyl diacetate / chloroform / 24 h / 25 °C / Sealed tube

With (4-fluorophenyl)-λ³-iodanediyl diacetate; triethylamine; In dichloromethane; chloroform;

DOI:10.1021/acs.orglett.8b03503

upstream raw materials:

m-acetoacetoxylidide

2,4-Xylidine

2-bromo-4,6-dimethylaniline

Downstream raw materials:

2-chloro-4,6,8-trimethyl-quinoline

4,6,8-trimethylquinoline