4-Methylquinolin-2-ol

Base Information

• Chemical Name: 4-Methylquinolin-2-ol
• CAS No.: 607-66-9
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2933790090
• European Community (EC) Number: 210-139-0
• NSC Number: 2057
• DSSTox Substance ID: DTXSID20976132
• Nikkaji Number: J9.457I
• Wikidata: Q27121422
• Metabolomics Workbench ID: 57153
• ChEMBL ID: CHEMBL424414
• Mol file: 607-66-9.mol

Synonyms:4-Methylquinolin-2-ol;2-Hydroxy-4-methylquinoline;607-66-9;84909-43-3;4-methylquinolin-2(1H)-one;4-Methyl-2-quinolinol;2-Hydroxylepidine;4-Methyl-1H-quinolin-2-one;4-Methyl-2-quinolone;4-Methylcarbostyril;2(1H)-Lepidinone;4-Methyl-2-hydroxyquinoline;2-Lepidinol;2(1H)-Quinolinone, 4-methyl-;4-Methyl-2(1H)-quinolinone;4-Methylquinolin-2-one;Carbostyril, 4-methyl-;NSC 2057;4-methyl-quinolin-2-ol;AI3-00843;CHEBI:48986;EINECS 210-139-0;NSC2057;Lepidine, 2-hydroxy;4-Methylquinol-2-one;Oprea1_272485;Oprea1_547052;Oprea1_780405;cid_69088;MLS000096591;SCHEMBL377555;CHEMBL424414;Carbostyril, 4-methyl- (VAN);BDBM29214;DTXSID20976132;HMS1722B17;HMS2320G05;AMY25090;BCP33184;NSC-2057;2-Hydroxy-4-methylquinoline, 97%;MFCD00006745;STK038061;STL304705;1,2-Dihydro-4-methyl-2-oxoquinoline;AKOS000120372;AKOS001041007;3N-601S;DS-1525;SB67458;SB67481;SDCCGMLS-0027272.P002;NCGC00036814-02;NCGC00036814-03;NCGC00036814-04;NCGC00036814-05;NCGC00036814-06;NCGC00036814-07;SMR000062448;4-Methyl-2-quinolinol 4-Methylcarbostyril;CS-0097736;FT-0612620;H0259;EN300-17147;F10377;O11270;A832875;A863869;4-Methylquinolin-2(1H)-one;J-515819;Q27121422;Z56893183;F0109-0047;F0183-0103;AJ2

Chemical Property of 4-Methylquinolin-2-ol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 5.94E-05mmHg at 25°C
• Melting Point: 221-223 ºC(lit.)
• Refractive Index: 1.6070 (estimate)
• Boiling Point: 346 ºC at 760 mmHg
• PKA: 11.83±0.70(Predicted)
• Flash Point: 201.8ºC
• PSA: 33.12000
• Density: 1.136 g/cm³
• LogP: 2.24880
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylcarbostyril >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methylquinolin-2-ol

There total 80 articles about 4-Methylquinolin-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: 99.0%

N-(2-(prop-1-en-2-yl)phenyl)acrylamide (1035669-86-3) → 4-methyl-1,2-dihydroquinolin-2-one (607-66-9)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃;

DOI:10.1016/j.tetlet.2008.03.144

Reference yield: 95.0%

carbon dioxide (124-38-9,18923-20-1) + 2-isopropenylaniline (52562-19-3) → 4-methyl-1,2-dihydroquinolin-2-one (607-66-9)

Guidance literature:

With sodium t-butanolate; In diethylene glycol dimethyl ether; at 140 ℃; for 24h; under 760.051 Torr; Glovebox; Schlenk technique;

DOI:10.1002/anie.201602095

Reference yield: 95.0%

4-bromomethyl-2(1H)-quinolinone (4876-10-2) → 4-methyl-1,2-dihydroquinolin-2-one (607-66-9)

Guidance literature:

With tetraethylammonium perchlorate; triethylamine; In ethanol; dimethyl sulfoxide; at 20 ℃; for 4h; Electrolysis; Green chemistry;

DOI:10.1039/d1gc00317h

upstream raw materials:

C₆H₄NCH₂CHCCH₂

2-mercapto-4-methylquinoline

2-chloro-4-methylquinoline

4-methylquinoline 1-oxide

Downstream raw materials:

2-chloro-4-methylquinoline

C₆H₄NCH₂CHCCH₂

2-bromo-4-methyl-quinoline

4-methyl-6-nitro-quinolin-2-ol

Refernces

• 1、 Daniliuc, Constantin,Glorius, Frank,Hu, Tianjiao,Lückemeier, Lukas. "Ru-NHC-Catalyzed Asymmetric Hydrogenation of 2-Quinolones to Chiral 3,4-Dihydro-2-Quinolones". supporting information. p. 23193 - 23196. Retrieved 2021/09/25.
• 2、 Huang, Binbin,Guo, Lin,Xia, Wujiong. "A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions". supporting information. p. 2095 - 2103. Retrieved 2021/03/26.