2,8-Dimethylquinoline

Base Information

• Chemical Name: 2,8-Dimethylquinoline
• CAS No.: 1463-17-8
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 2933499090
• European Community (EC) Number: 215-974-4
• NSC Number: 62133
• UNII: 3693PC4G7D
• DSSTox Substance ID: DTXSID80163349
• Nikkaji Number: J265.453I
• Wikidata: Q27256544
• Mol file: 1463-17-8.mol

Synonyms:2,8-DIMETHYLQUINOLINE;1463-17-8;Quinoline, 2,8-dimethyl-;UNII-3693PC4G7D;3693PC4G7D;EINECS 215-974-4;MFCD00010091;NSC-62133;NSC62133;O-TOLUQUINALDINE;8-METHYLQUINALDINE;SCHEMBL806441;2,8-DIMETHYL-QUINOLINE;DTXSID80163349;QUINOLINE, 2,8-DIMETHYL;BCP23522;NSC 62133;AKOS006282040;AB01019;CS-W021532;DS-5130;SY041606;FT-0633569;F12427;A808485;Q27256544

Chemical Property of 2,8-Dimethylquinoline

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0263mmHg at 25°C
• Melting Point: 61°C
• Refractive Index: 1.61
• Boiling Point: 255.299 °C at 760 mmHg
• PKA: 5.87±0.50(Predicted)
• Flash Point: 105.022 °C
• PSA: 12.89000
• Density: 1.053 g/cm³
• LogP: 2.85160
• Storage Temp.: Inert atmosphere,Room Temperature
• 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

2,8-Dimethylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

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

Technology Process of 2,8-Dimethylquinoline

There total 31 articles about 2,8-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: 94.0%

ethanol (64-17-5) + o-toluidine (95-53-4) → 2,8-dimethylquinoline (1463-17-8)

Guidance literature:

ethanol; With iron chromite; for 24h;

With dihydrogen peroxide; In water; at 20 ℃; for 2h; Irradiation;

o-toluidine; In water; at 20 ℃; for 0.0833333h;

DOI:10.1007/s10593-018-2275-1

Reference yield: 90.0%

4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 2-amino-3-methylbenzaldehyde (84902-24-9) → 2,8-dimethylquinoline (1463-17-8)

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: 82.0%

(+/-)-cis-4-ethoxy-2,8-dimethyl-1,2,3,4-tetrahydroquinoline → 2,8-dimethylquinoline (1463-17-8)

Guidance literature:

palladium on activated charcoal; In toluene; for 4h; Heating;

DOI:10.1016/j.tet.2006.11.002

upstream raw materials:

o-toluidine hydrochloride

acetaldehyde

o-toluidine

-butyl vinyl ether

Downstream raw materials:

2,2'-(2-phenylpropane-1,3-diyl)bis(8-methylquinoline)

2-acetylamino-3-methylbenzoic acid

Refernces

• 1、 Yang, Zhongming,Zhao, Weijia,Liu, Wei,Wei, Xing,Chen, Meng,Zhang, Xiao,Zhang, Xiaolei,Liang, Yong,Lu, Changsheng,Yan, Hong. "Metal-Free Oxidative B?N Coupling of nido-Carborane with N-Heterocycles". supporting information. p. 11886 - 11892. Retrieved 2019/07/18.
• 2、 Makhmutov. "One-Pot Oxidative Synthesis of Substituted Quinolines from Alcohols and Arylamines Catalyzed by Fe(CrO2)2 in Water Medium". . p. 1166 - 1172. Retrieved 2018/10/24.