2,4-Dimethylquinoline

Base Information

• Chemical Name: 2,4-Dimethylquinoline
• CAS No.: 1198-37-4
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Hs Code.: 29334900
• European Community (EC) Number: 214-832-9
• NSC Number: 62132
• UNII: 7JL3KN3WTD
• DSSTox Substance ID: DTXSID0061610
• Nikkaji Number: J28.302I
• Wikidata: Q63396589
• ChEMBL ID: CHEMBL192418
• Mol file: 1198-37-4.mol

Synonyms:2,4-DIMETHYLQUINOLINE;1198-37-4;Quinoline, 2,4-dimethyl-;4-Methylquinaldine;2,4-Dimethyl-quinoline;7JL3KN3WTD;CHEMBL192418;EINECS 214-832-9;MFCD00006760;NSC 62132;NSC-62132;AI3-08881;NSC62132;Quinoline,4-dimethyl-;2,4-Dimethyl quinoline;UNII-7JL3KN3WTD;24-DIMETHYLQUINOLINE;SCHEMBL89010;DTXSID0061610;BDBM50159255;STK052042;AKOS003234826;CS-W016219;SB68243;NCGC00188146-01;NCGC00188146-02;DS-14571;AM20050707;D1237;FT-0610188;EN300-119017;F19196;A804370;Q63396589;Z276653744

Chemical Property of 2,4-Dimethylquinoline

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 0.0164mmHg at 25°C
• Melting Point: 14.85°C
• Refractive Index: n20/D 1.605(lit.)
• Boiling Point: 263.845 °C at 760 mmHg
• PKA: 6.48±0.50(Predicted)
• Flash Point: 107.577 °C
• PSA: 12.89000
• Density: 1.053 g/cm³
• LogP: 2.85160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly)
• Water Solubility.: 1.795g/L(25 oC)
• 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%,99%, ^*data from raw suppliers

2,4-Dimethylquinoline ^*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

Useful:

• Canonical SMILES: CC1=CC(=NC2=CC=CC=C12)C

Technology Process of 2,4-Dimethylquinoline

There total 114 articles about 2,4-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: 96.0%

2-aminoacetophenone (551-93-9) + acetone (67-64-1) → 2,4-dimethylquinoline (1198-37-4)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1016/j.tetlet.2011.10.048

Reference yield: 95.0%

methanol (67-56-1) + 2-methylquinoline (91-63-4) → 2,4-dimethylquinoline (1198-37-4)

Guidance literature:

With Ethyl 2-mercaptopropionate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid; In dimethyl sulfoxide; at 23 ℃; UV-irradiation;

DOI:10.1038/nature14885

Reference yield: 93.0%

methanol (67-56-1) + C6H4NCH2CHCCH2 (491-35-0) → 2,4-dimethylquinoline (1198-37-4)

Guidance literature:

With Ethyl 2-mercaptopropionate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid; In dimethyl sulfoxide; at 23 ℃; UV-irradiation;

DOI:10.1038/nature14885

upstream raw materials:

4-methyl-pent-3-en-2-one

aniline hydrochloride

4-(phenylamino)pent-3-en-2-one

1-benzoyl-2,4-dimethyl-1,2-dihydro-quinoline-2-carbonitrile

Downstream raw materials:

2-(2-methyl-quinolin-4-yl)-1,1-diphenyl-ethanol

2-(diphenylhydroxymethyl)methyl-4-methylquinoline

2-methyl-4-phenacylquinoline

4-methyl-2-phenacylquinoline

Refernces

• 1、 Abdrakhmanov, I. B.,Mustafin, A. G.,Tolstikov, G. A.,Fakhretdinov, R. N.,Dzhemilev, U. M.. "SYNTHESIS OF DERIVATIVES OF INDOLE AND QUINOLINE BY THE INTRAMOLECULAR CATALYTIC CYCLIZATION OF ALLYLANILINES". . p. 262 - 264. Retrieved 1986.
• 2、 Zidan, Montserrat,Morris, Avery O.,McCallum, Terry,Barriault, Louis. "The Alkylation and Reduction of Heteroarenes with Alcohols Using Photoredox Catalyzed Hydrogen Atom Transfer via Chlorine Atom Generation". . p. 1453 - 1458. Retrieved 2020.
• 3、 Sugimori, Akira,Yamada, Tetsuo. "Visible Light- and Radiation-Induced Alkylation of Pyridine Ring with Alkanoic Acid. Effective Alkylation in the Presence of Iron(III) Sulfate". . p. 3911 - 3916. Retrieved 1986.
• 4、 Sugimori, Akira,Yamada, Tetsuo. "VISIBLE LIGHT- AND GAMMA RAY-INDUCED ALKYLATION IN PYRIDINE RING. EFFECTIVE ALKYLATION WITH VISIBLE LIGHT IN THE PRESENCE OF IRON(III) SULFATE". . p. 409 - 412. Retrieved 1986.
• 5、 McCallum,Pitre,Morin,Scaiano,Barriault. "The photochemical alkylation and reduction of heteroarenes". . p. 7412 - 7418. Retrieved 2017.
• 6、 Minisci, Francesco,Fontana, Francesca. "Mechanism of the Gif-Barton type alkane functionalization by halide and pseudohalide ions.". . p. 1427 - 1430. Retrieved 1994.
• 7、 De Pedro Beato, Eduardo,Melchiorre, Paolo,Spinnato, Davide,Zhou, Wei. "A General Organocatalytic System for Electron Donor-Acceptor Complex Photoactivation and Its Use in Radical Processes". supporting information. p. 12304 - 12314. Retrieved 2021/08/20.
• 8、 Lai, Xiao-Li,Shu, Xiao-Min,Song, Jinshuai,Xu, Hai-Chao. "Electrophotocatalytic Decarboxylative C?H Functionalization of Heteroarenes". supporting information. p. 10626 - 10632. Retrieved 2020/05/16.