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

Base Information

• Chemical Name: 8-Methyl-1,2,3,4-tetrahydroquinoline
• CAS No.: 52601-70-4
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Hs Code.: 2933499090
• European Community (EC) Number: 836-543-2
• DSSTox Substance ID: DTXSID50378923
• Nikkaji Number: J306.176K
• Wikidata: Q72491082
• Mol file: 52601-70-4.mol

Synonyms:8-methyl-1,2,3,4-tetrahydroquinoline;52601-70-4;8-methyl-1,2,3,4-tetrahydro-quinoline;MFCD00218100;SCHEMBL342322;DTXSID50378923;CHEBI:194901;YIIPMCFBCZKCFB-UHFFFAOYSA-N;BCP26593;STK312549;8-methyl-1,2,3,4-tetrahydroquinolin;AKOS000123189;PB48299;AC-26507;AM804000;DS-11686;SY081306;FT-0621564;EN300-24762;A15620;A829164;8-methyl-1,2,3,4-tetrahydroquinoline, AldrichCPR;J-519454;Z199537268

Chemical Property of 8-Methyl-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Melting Point: 255°C
• Refractive Index: 1.54
• Boiling Point: 257.288 °C at 760 mmHg
• PKA: 5.01±0.20(Predicted)
• Flash Point: 113.778 °C
• PSA: 12.03000
• Density: 0.99g/cm³
• LogP: 2.49110
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.7
• 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:

99%, ^*data from raw suppliers

8-Methyl-1,2,3,4-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 20/21/22-36/37/38:
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)CCCN2
• Uses: 8-Methyl-1,2,3,4-tetrahydroquinoline is a useful reagent for template-directed meta-C-H activation.

Technology Process of 8-Methyl-1,2,3,4-tetrahydroquinoline

There total 23 articles about 8-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%

8-methylquinoline (611-32-5) → 8-methyl-1,2,3,4-tetrahydroquinoline (52601-70-4)

Guidance literature:

With hydrogen; In methanol; water; at 80 ℃; for 9h; under 7500.75 Torr; Green chemistry;

DOI:10.3390/molecules201018661

Reference yield: 97.0%

→ 8-methyl-1,2,3,4-tetrahydroquinoline (52601-70-4)

Guidance literature:

With C₁₆H₂₆MnN₃O₃P⁽¹⁺⁾*Br^(1-); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 120 ℃; for 16h; under 60006 Torr; Autoclave;

Reference yield: 89.1%

8-methylquinoline (611-32-5) → 8-methyldecahydro-quinoline (52601-69-1) + 8-methyl-1,2,3,4-tetrahydroquinoline (52601-70-4)

Guidance literature:

With hydrogen; In neat (no solvent); at 80 ℃; for 15h; under 7500.75 Torr; chemoselective reaction; Autoclave;

DOI:10.1039/c6gc02782b

upstream raw materials:

8-methylquinoline

1.3-chlorobromopropane

o-toluidine

8-methyldecahydro-quinoline

Downstream raw materials:

8-methylquinoline

(8-methyl-3,4-dihydroquinolin-1(2H)-yl)(phenyl)methanone

Refernces

• 1、 Mastrorilli, Piero,Dell'anna, Maria M.,Rizzuti, Antonino,Mali, Matilda,Zapparoli, Mauro,Leonelli, Cristina. "Resin-immobilized palladium nanoparticle catalysts for organic reactions in aqueous media: Morphological aspects". . p. 18661 - 18684. Retrieved 2015.
• 2、 Vivancos, ángela,Beller, Matthias,Albrecht, Martin. "NHC-Based Iridium Catalysts for Hydrogenation and Dehydrogenation of N-Heteroarenes in Water under Mild Conditions". . p. 17 - 21. Retrieved 2018.
• 3、 Guo, Zhifo,Hu, Feng,Lei, Xiangyang. "Synthesis of 8-Methyltetrahydroquinoline derivatives functionalized at C-2: a one-pot tandem approach". . . Retrieved 2022/02/25.
• 4、 Cao, Zhe,He, Zhen-Hong,Liu, Zhao-Tie,Wang, Dan,Wang, Junlei,Wang, Kuan,Wang, Weitao,Yang, Yang,Zhang, Rong-Rong. "Efficient and selective hydrogenation of quinolines over FeNiCu/MCM-41 catalyst at low temperature: Synergism of Fe-Ni and Ni-Cu alloys". . . Retrieved 2022/03/03.