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

Base Information

• Chemical Name: 6-Methyl-1,2,3,4-tetrahydroquinoline
• CAS No.: 91-61-2
• Molecular Formula: C10H13 N
• Molecular Weight: 147.22
• Hs Code.: 2933499090
• European Community (EC) Number: 202-083-0
• NSC Number: 65606
• UNII: 0I67838Y8K
• DSSTox Substance ID: DTXSID6047444
• Nikkaji Number: J39.746F
• Wikidata: Q27236809
• ChEMBL ID: CHEMBL3188227
• Mol file: 91-61-2.mol

Synonyms:6-methyl-1,2,3,4-tetrahydroquinoline;MTHQ-6 cpd

Chemical Property of 6-Methyl-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.00982mmHg at 25°C
• Melting Point: 36-38°C
• Boiling Point: 262-263°C 712mm
• PKA: 5.69±0.20(Predicted)
• Flash Point: 262-263°C/712mm
• PSA: 12.03000
• Density: 0.99g/cm³
• LogP: 2.49110
• Water Solubility.: Insoluble in water.
• 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:

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

6-Methyl-1,2,3,4-tetrahydroquinoline >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NCCC2
• Uses: 6-Methyl-1,2,3,4-tetrahydroquinoline is used as pharmaceutical intermediate.

Technology Process of 6-Methyl-1,2,3,4-tetrahydroquinoline

There total 27 articles about 6-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: 98.5%

6-methylquinoline (91-62-3) → 6-methyl-1,2,3,4 tetrahydroquinoline (91-61-2) + 6-methyl-5,6,7,8-tetrahydroquinoline (52601-65-7)

Guidance literature:

With hydrogen; palladium/alumina; In various solvent(s); at 105 ℃; for 1h; under 38786.1 Torr; Product distribution;

Reference yield: 98.0%

6-methylquinoline (91-62-3) → 6-methyl-1,2,3,4 tetrahydroquinoline (91-61-2)

Guidance literature:

With tetrahydroxyborate; water; at 80 ℃; for 0.166667h;

DOI:10.1002/chem.201604503

Reference yield: 98.0%

2-amino-5-methylbenzyl alcohol (34897-84-2) + ethanol (64-17-5) → 6-methyl-1,2,3,4 tetrahydroquinoline (91-61-2)

Guidance literature:

With nanosized Ni particles supported on Ni- and Al-containing layered double oxides; at 120 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.9b03245

upstream raw materials:

6-methylquinoline

6-methyl-3,4-dihydroquinoline-1(2H)-carbaldehyde

2-methyl-1,2-dihydroquinoline

1,4-dihydroquinoline

Downstream raw materials:

N-(6-Methyl-3,4-dihydro-2H-quinolin-1-yl)-2-phenyl-acetamide

[2-(3-chloro-4-fluoro-phenoxy)-pyridin-3-yl]-(6-methyl-3,4-dihydro-2H-quinolin-1-yl)-methanone

[2-(2,5-dichloro-phenoxy)-pyridin-3-yl]-(6-methyl-3,4-dihydro-2H-quinolin-1-yl)-methanone

1-chloroacetyl-6-methyl-1,2,3,4-tetrahydro-quinoline

Refernces

• 1、 Heizinger, Christian,Topf, Christoph,Vielhaber, Thomas. "Homogeneous pressure hydrogenation of quinolines effected by a bench-stable tungsten-based pre-catalyst". . p. 451 - 461. Retrieved 2021/11/11.
• 2、 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.