4-Methyl-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 4-Methyl-1,2,3,4-tetrahydroquinoline
• CAS No.: 19343-78-3
• Deprecated CAS: 74459-14-6
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933499090
• European Community (EC) Number: 242-977-8
• UNII: PCF8IC3A94
• DSSTox Substance ID: DTXSID40864885
• Nikkaji Number: J242.775C
• Mol file: 19343-78-3.mol

Synonyms:4-Methyl-1,2,3,4-tetrahydroquinoline;19343-78-3;1,2,3,4-Tetrahydro-4-methylquinoline;Quinoline, 1,2,3,4-tetrahydro-4-methyl-;1,2,3,4-Tetrahydrolepidine;PCF8IC3A94;AI3-22251;74459-14-6;Lepidine, 1,2,3,4-tetrahydro-;EINECS 242-977-8;UNII-PCF8IC3A94;tetrahydro-4-methylquinoline;SCHEMBL4433763;DTXSID40864885;MFCD00047565;AKOS004121067;AKOS016844137;AC-9369;DS-6584;4-Methyl-1,2,3,4-tetrahydro-quinoline;AM803444;CS-0019301;FT-0637830;EN300-57913;1,2,3,4 - tetrahydro - 4 - methylquinoline;AB00999686-01;A880264;J-503760

Chemical Property of 4-Methyl-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.0585mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 232.6 °C at 760 mmHg
• PKA: 5.12±0.40(Predicted)
• Flash Point: 94.9 °C
• PSA: 12.03000
• Density: 0.966 g/cm³
• LogP: 2.74370
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

1,2,3,4-Tetrahydro-4-methylquinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCNC2=CC=CC=C12

Technology Process of 4-Methyl-1,2,3,4-tetrahydroquinoline

There total 32 articles about 4-Methyl-1,2,3,4-tetrahydroquinoline 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%

C6H4NCH2CHCCH2 (491-35-0) → 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogen; In toluene; at 30 ℃; for 3h; regioselective reaction;

DOI:10.1002/anie.201609663

Reference yield: 89.0%

carbon monoxide (201230-82-2) + 2-isopropenylaniline (52562-19-3) → 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogen; phosphine free diamino rhodium catalyst; In toluene; at 120 ℃; for 48h; under 51716.2 Torr;

DOI:10.1039/b702497e

Reference yield: 77.0%

methanol (67-56-1) + C6H4NCH2CHCCH2 (491-35-0) → 2,4-dimethylquinoline (1198-37-4) + 4-methyl-1,2,3,4-tetrahydroquinoline (19343-78-3,74459-14-6)

Guidance literature:

With hydrogenchloride; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; In water; 1,2-dichloro-ethane; for 24h; Solvent; Inert atmosphere; Sealed tube; Irradiation; Heating;

DOI:10.1002/ejoc.201900786

upstream raw materials:

C₆H₄NCH₂CHCCH₂

acetic acid

2-chloro-4-methylquinoline

1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-methylquinoline

Downstream raw materials:

(S)-(1-(2,5-dichlorobenzyl)pyrrolidin-2-yl)(3,4-dihydroquinolin-1(2H)-yl)methanone trifluoroacetate

4-(4-methoxy-styryl)-quinoline

C₁₇H₁₂ClN

4-(4-methoxyphenethyl)quinoline

Refernces

• 1、 Rout, Prasant Kumar,Kumar, Prashant,Rao, Y. Ramachandra,Kumar, Anant,Bawankule, Dnyaneshwar U.,Singh, Ruchi,Singh, Kijay Bahadur,Chanotiya, Chandan Singh,Naik. "A quinoline alkaloid rich Quisqualis indica floral extract enhances the bioactivity". . p. 1632 - 1638. Retrieved 2021.
• 2、 -. "Method for preparing tetrahydroquinoline compounds by catalytic hydrogenation of ruthenium catalyst". Paragraph 0034-0037. . Retrieved 2021/01/29.
• 3、 Zhou, Chao-Zheng,Zhao, Yu-Rou,Tan, Fang-Fang,Guo, Yan-Jun,Li, Yang. "Utilization of renewable formic acid from lignocellulosic biomass for the selective hydrogenation and/or N-methylation". . p. 4724 - 4728. Retrieved 2021/09/06.