2-Methylquinoline

Base Information

• Chemical Name: 2-Methylquinoline
• CAS No.: 91-63-4
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 29334990
• European Community (EC) Number: 202-085-1
• NSC Number: 3397
• UNII: DVG30M0M87
• DSSTox Substance ID: DTXSID3040271
• Nikkaji Number: J4.343E
• Wikipedia: Quinaldine
• Wikidata: Q415376
• Metabolomics Workbench ID: 49687
• ChEMBL ID: CHEMBL194931
• Mol file: 91-63-4.mol

Synonyms:2-methylquinoline;2-methylquinoline hydrochloride;2-methylquinoline mesylate;2-methylquinoline monosulfate;2-methylquinoline sulfate;quinaldine

Chemical Property of 2-Methylquinoline

Chemical Property:

• Appearance/Colour: yellowish-brown liquid
• Vapor Pressure: 0.0425mmHg at 25°C
• Melting Point: -2 °C
• Refractive Index: n20/D 1.612(lit.)
• Boiling Point: 246.5 °C at 760 mmHg
• PKA: 5.83(at 20℃)
• Flash Point: 79.4 °C
• PSA: 12.89000
• Density: 1.076 g/cm³
• LogP: 2.54320
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: chloroform: soluble(lit.)
• Water Solubility.: PRACTICALLY INSOLUBLE
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

2-Methylquinoline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22-68-36/37/38
• Safety Statements: 36-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: CC1=NC2=CC=CC=C2C=C1
• Uses: Quinaldine is an anaesthetic used in fish transportation. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators. It is an anaesthetic used in fish transportation. Used in preparation of oil-soluble dyes. Also used in anti-malaria drugs, in manufacturing dyes, food colorants , pharmaceuticals and pH indicators.

Technology Process of 2-Methylquinoline

There total 373 articles about 2-Methylquinoline 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: 83.0%

4-(2-aminophenyl)-2-butanol (457622-20-7) → 2-methylquinoline (91-63-4) + 1,2,3,4-tetrahydro-2-methylquinoline (1780-19-4)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium carbonate; In toluene; at 111 ℃; for 20h;

DOI:10.1021/ol026200s

Reference yield: 56.0%

chloroform (67-66-3,8013-54-5) + N,N-dimethyl-o-toluidine (609-72-3) → quinoline (91-22-5) + 2-methylquinoline (91-63-4) + 8-methylquinoline (611-32-5) + 3-chloroquinoline (612-59-9) + 4-chloro-2-methylquinoline (10222-49-8) + o-toluidine (95-53-4)

Guidance literature:

at 550 ℃; Product distribution; other objects of study: further aniline derivatives and aminoheteroaromatic compounds;

Reference yield: 32.0%

1.3-butanediol (18826-95-4,107-88-0) + aniline (62-53-3) → 2-methylquinoline (91-63-4) + C6H4NCH2CHCCH2 (491-35-0)

Guidance literature:

With ruthenium trichloride; tributylphosphine; MgBr₂*Et₂O; In 1,3,5-trimethyl-benzene; for 16h; Inert atmosphere; Reflux;

DOI:10.1039/c0ob00676a

upstream raw materials:

quinoline

methanol

(2-quinolyl)-2-propanone

2-methylquinoline-4-carboxylic acid

Downstream raw materials:

2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline

1-isopropylidene-4,4,4a-trimethyl-4,4a-dihydro-[1,3]oxazino[3,4-a]quinolin-3-one

2-styrylquinoline

2-methyl-1-(4-sulfonatobutyl)-quinolinium

Refernces

• 1、 Luca, Oana R.,Huang, Daria L.,Takase, Michael K.,Crabtree, Robert H.. "Redox-active cyclopentadienyl Ni complexes with quinoid N-heterocyclic carbene ligands for the electrocatalytic hydrogen release from chemical fuels". . p. 3402 - 3405. Retrieved 2013.
• 2、 Su, Long-Long,Zheng, Yi-Wen,Wang, Wen-Guang,Chen, Bin,Wei, Xiang-Zhu,Wu, Li-Zhu,Tung, Chen-Ho. "Photocatalytic Synthesis of Quinolines via Povarov Reaction under Oxidant-Free Conditions". supporting information. p. 1180 - 1185. Retrieved 2022/02/14.
• 3、 Quan, Yangjian,Lan, Guangxu,Shi, Wenjie,Xu, Ziwan,Fan, Yingjie,You, Eric,Jiang, Xiaomin,Wang, Cheng,Lin, Wenbin. "Metal–Organic Layers Hierarchically Integrate Three Synergistic Active Sites for Tandem Catalysis". supporting information. p. 3115 - 3120. Retrieved 2020/12/09.