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52601-70-4

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52601-70-4 Usage

Uses

8-Methyl-1,2,3,4-tetrahydroquinoline is a useful reagent for template-directed meta-C-H activation.

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 463, 1960 DOI: 10.1021/jo01073a611

Check Digit Verification of cas no

The CAS Registry Mumber 52601-70-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,6,0 and 1 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 52601-70:
(7*5)+(6*2)+(5*6)+(4*0)+(3*1)+(2*7)+(1*0)=94
94 % 10 = 4
So 52601-70-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H13N/c1-8-4-2-5-9-6-3-7-11-10(8)9/h2,4-5,11H,3,6-7H2,1H3

52601-70-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names 8-methyl-1,2,3,4-tetrahydroqionoline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52601-70-4 SDS

52601-70-4Relevant articles and documents

Co Nanoparticles Encapsulated in Nitrogen Doped Carbon Tubes for Efficient Hydrogenation of Quinoline under Mild Conditions

Yun, Ruirui,Hong, Lirui,Ma, Wanjiao,Zhang, Ruiyu,Zhan, Feiyang,Duan, Jingui,Zheng, Baishu,Wang, Suna

, p. 129 - 134 (2020)

The hydrogenation of nitrogen-containing heterocyclic precursors in aqueous medium is quite challenging, especially at low temperature and without imposing molecular hydrogen pressure. In the light of the edges of metal nanoparticles (NPs) possess high selective activity, but most of the exposed metal surface does not. Hence, to influence the activity of the entire NPs surface, the use of zeolitic imidazolate frameworks (ZIFs) to obtain the metal NPs encapsulated in the carbon tubes which has been applied frequently. Herein, we design and synthesize a series of metal catalysts encapsulated in N-doped carbon nanotubes (NCT), which disperse on the hollow N-doped carbon framework (HNC), via pyrolysis ZIF-67, ZIF-67@ZIF-8, and ZIF-8@ZIF-67 step by step. The catalyst of Co@NCT/HNC shows outstanding activity of hydrogenation of quinoline under mild conditions, due to the synergistic effects between Co NPs, NCT and HNC, such as the NCT make the hydrogen reach the surface of the reactant rapidly, and the encapsulated structure can enormously prevent the metal aggregating.

Understanding the mechanism of the competitive adsorption in 8-methylquinoline hydrogenation over a Ru catalyst

Cheng, Hansong,Dong, Yuan,Liu, Zhenjie,Yang, Ming,Zhang, Zhenlin,Zhao, Haoming,Zhu, Ting

, p. 11039 - 11045 (2020)

The competitive adsorption of 8-methylquinoline (8-MQL) and partially hydrogenated product, 4H-8-MQL, was studied by performing a combination of experiments and first-principles calculations over a selected Ru catalyst. A series of hydrogenation reactions were conducted with 8-MQL and 4H-8-MQL as initial reactants, respectively. 8-MQL exhibits stronger adsorption on catalyst surface active sites compared with 4H-8-MQL and the massive adsorption of 8-MQL hampers the further adsorption of 4H-8-MQL. The effects of temperature, pressure and solvent on the selectivity in 8-MQL hydrogenation were investigated as well. Full hydrogenation of 8-MQL to 10H-8-MQL was achieved within 120 min when the catalyst dosage increased from 5 wt% to 7 wt% under 160 °C and a hydrogen pressure of 7 MPa. The electronic charge of the N-heteroatom in 8-MQL and 4H-8-MQL was analyzed and the adsorption geometries of 8-MQL and 4H-8-MQL on the Ru(001) surface were optimized by DFT calculations to explain the competitive adsorption behaviors of 8-MQL and 4H-8-MQL.

Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst

Antil, Neha,Kumar, Ajay,Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Newar, Rajashree,Rawat, Manhar Singh,Manna, Kuntal

supporting information, p. 1031 - 1040 (2022/01/19)

The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.

Palladium Nanoparticles Supported on Cellulosic Paper as Multifunctional Catalyst for Coupling and Hydrogenation Reactions

Kalanthoden, Abdul Nasar,Zahir, Md. Hasan,Aziz, Md. Abdul,Al-Najar, Basmah,Rani, S. Kutti,Shaikh, M. Nasiruzzaman

, (2022/01/06)

Hallmark of a successful catalyst is its high efficiency, economic aspects, operational simplicity, extensive reusability, higher environment friendliness, and potential use in multiple industrial applications. Herein, a facile protocol involving a cataly

Method for selective catalytic hydrogenation of aromatic heterocyclic compounds in non-hydrogen participation manner

-

Paragraph 0025-0029; 0060-0064, (2021/08/19)

The invention discloses a method for selective catalytic hydrogenation of aromatic heterocyclic compounds in a non-hydrogen participation manner. The method comprises the following steps: by taking 1, 5-cyclooctadiene iridium chloride dimer as a catalyst and phenylsilane as a hydrogen source, carrying out stirring reaction under mild conditions without adding a ligand, namely catalytically hydrogenating the aromatic heterocyclic compounds to obtain hydrogenated products of the aromatic heterocyclic compounds. The method has the advantages of low cost, mild reaction conditions, high selectivity and the like, and special equipment such as a high-pressure kettle and the like and high-temperature conditions which are required when hydrogen is used are avoided.

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