2,6-Dimethylquinoline

Base Information

• Chemical Name: 2,6-Dimethylquinoline
• CAS No.: 877-43-0
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 29334900
• European Community (EC) Number: 212-891-5
• NSC Number: 1782
• UNII: KST0M1T4MB
• DSSTox Substance ID: DTXSID0044153
• Nikkaji Number: J7.152H
• Wikidata: Q27282416
• Metabolomics Workbench ID: 125729
• ChEMBL ID: CHEMBL194502
• Mol file: 877-43-0.mol

Synonyms:2,6-dimethyl quinoline;2,6-dimethylquinoline

Chemical Property of 2,6-Dimethylquinoline

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 57-59 °C(lit.)
• Refractive Index: 1.61
• Boiling Point: 266.5 °C at 760 mmHg
• PKA: pK1:5.46(+1) (25°C)
• Flash Point: 106.5 °C
• PSA: 12.89000
• Density: 1.052 g/cm³
• LogP: 2.85160
• Storage Temp.: Store below +30°C.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

2,6-Dimethylquinoline >99.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: CC1=CC2=C(C=C1)N=C(C=C2)C
• Uses: 2,6-Dimethylquinoline was used to study the inhibition potencies (IC50 values) of structurally diverse chemicals with recombinant human CYP2B6 enzyme for in vitro research purposes.

Technology Process of 2,6-Dimethylquinoline

There total 59 articles about 2,6-Dimethylquinoline 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: 98.0%

4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 2-amino-5-methyl-benzaldehyde (109467-00-7) → 2,6-dimethylquinoline (877-43-0)

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate; In toluene; at 70 ℃; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6ob01452f

Reference yield: 95.0%

2,6-dimethylquinoline N-oxide (20531-91-3) → 2,6-dimethylquinoline (877-43-0)

Guidance literature:

With styrene; tris(bipyridine)ruthenium(II) dichloride hexahydrate; hydrazine hydrate; In dimethyl sulfoxide; at 20 ℃; for 7h; chemoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.8b03446

Reference yield: 95.0%

2,6-dimethyl-1,2-dihydroquinoline (46038-60-2) → 2,6-dimethylquinoline (877-43-0)

Guidance literature:

With sodium hydrogen sulfate; CrO₂^(1-)*Na⁽¹⁺⁾; silica gel; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1081/SCC-100105895

upstream raw materials:

4-chloro-2,6-dimethylquinoline

N-(4-methylphenyl)formamide

3-oxobutyraldehyde

p-toluidine

Downstream raw materials:

2-(6-methyl-[2]quinolylmethyl)-isoquinolinium; iodide

2-(6-methyl-1H-[2]chinolyLiDene)-indane-1,3-dione

6-methyl-2-(3-nitro-styryl)-quinoline

(E)-6-methyl-2-(4-nitrostyryl)quinoline

Refernces

• 1、 Damavandi,Zolfigol,Karami. "Oxidation of 1,2-dihydroquinolines under mild and heterogeneous conditions". . p. 3183 - 3187. Retrieved 2001.
• 2、 Lecroq, William,Schleinitz, Jules,Billoue, Mallaury,Perfetto, Anna,Gaumont, Annie-Claude,Lalevée, Jacques,Ciofini, Ilaria,Grimaud, Laurence,Lakhdar, Sami. "Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies". . p. 1237 - 1242. Retrieved 2021/06/01.
• 3、 -. "Method for producing quinoline derivative through one-pot two-step method". Paragraph 0033-0036. . Retrieved 2020/02/17.