90562-36-0

Basic information

• Product Name: 8-chloro-1,2,3,4-tetrahydroquinoline
• Synonyms: 8-chloro-1,2,3,4-tetrahydroquinoline
• CAS NO: 90562-36-0
• Molecular Formula: C₉H₁₀ClN
• Molecular Weight: 167.6354
• Mol File: 90562-36-0.mol
• Article Data: 24

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 8-chloro-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-chloro-1,2,3,4-tetrahydroquinoline(90562-36-0)
• EPA Substance Registry System: 8-chloro-1,2,3,4-tetrahydroquinoline(90562-36-0)

Safety Data

• Hazardous Substances Data: 90562-36-0(Hazardous Substances Data)

Usage

General Description

8-Chloro-1,2,3,4-tetrahydroquinoline is a chemical compound with the molecular formula C9H9ClN. It is a member of the tetrahydroquinoline family and contains a chlorine atom attached to the eighth carbon of the quinoline ring. 8-chloro-1,2,3,4-tetrahydroquinoline is often used in research and pharmaceutical applications due to its unique chemical structure and potential biological activity. It may also be used as a building block in the synthesis of more complex organic molecules. Additionally, 8-chloro-1,2,3,4-tetrahydroquinoline may exhibit certain physiological or pharmacological effects, making it of interest for further study in the field of medicinal chemistry.

Upstream product

• 176097-81-7 4a,8,8-trichloro-2,3,4,4a,5,6,7,8-octahydroquinoline 
• 1074-06-2 Δ^1(8a)-octahydroquinoline 
• 611-33-6 8-chloroquinoline 
• 4470-83-1 2,8-dichloroquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 611-33-6 8-chloroquinoline 

Relevant articles and documents

Engineering the geometric and electronic structure of Ru: Via Ru-TiO2interaction for enhanced selective hydrogenation

Modulation of the metal-support interaction plays a key role in many important chemical reactions. Here, by adjusting the reduction method of the catalyst and introducing oxygen vacancies in TiO2 to regulate the interaction between Ru and TiO2, four supported Ru nanocatalysts with different encapsulation degrees and electronic structures were obtained. Ru nanoparticles (NPs) partially encapsulated by TiO2 can achieve the selective hydrogenation of 6-chloroquinoline even at room temperature, with a TOF of 12 h-1. Catalytic characterization and DFT calculations indicated that partially encapsulated Ru NPs not only provided active sites for H2 dissociation, but also reduced the probability of Ru NPs being poisoned. Meanwhile, the oxygen vacancies on the surface of TiO2 can adsorb 6-chloroquinoline molecules and provide additional active sites for hydrogenation via hydrogen spillover. Moreover, the enhanced electron transfer from oxygen-deficient TiO2 to Ru made Ru electron-rich, which repelled C-Cl bonds and effectively prevented the production of dechlorination products. This journal is

Heterogeneous Hydrogenation of Quinoline Derivatives Effected by a Granular Cobalt Catalyst

We communicate a convenient method for the pressure hydrogenation of quinolines in aqueous solution by using a particulate cobalt-based catalyst that is prepared in situ from simple Co(OAc)2 4H2O through reduction with abundant zinc powder. This catalytic protocol permits a brisk and atom-efficient access to a variety of 1,2,3,4-tetrahydroquinolines thereby relying solely on easy-to-handle reagents that are all readily obtained from commercial sources. Both the reaction setup assembly and the autoclave charging procedure are conducted on the bench outside an inert-gas-operated containment system, thus rendering the overall synthesis time-saving and operationally very simple.

Nano-Ni-MOFs: High Active Catalysts on the Cascade Hydrogenation of Quinolines

Abstract: The reduction of nitrogen-containing heterocyclic compounds in aqueous medium under mild condition is quite challenging. In view of metal–organic frameworks (MOFs) possess adjustable pore size and modifiable organic linkers, MOFs could be used in heterogeneous catalysis. Herein, Three Nano-Ni-MOFs, MOF-74-Ni, MOF-69-Ni, and Ni–NH2 (constructed from similar ligands and Ni2+ ions) are introduced for hydrogenating of azacyclo-compounds. As expected, Ni–NH2 shows outstanding activity of hydrogenation of quinoline under mild conditions, due to the moderate pore size and the modified –NH2 function group, which makes the substrate anchored on the surface of the framework facilitate the following catalysis process. Theoretical calculations identified that the –NH2 group at the catalyst facilitates the H2 heterolytic dissociation for the hydrogenation reactions. Graphic Abstract: Compared to MOF-74-Ni and MOF-69-Ni, the catalyst of Ni–NH2 shows outstanding activity of hydrogenation of quinoline, due to the modified –NH2 function group which makes the substrate anchored on the surface of the framework facilitate the following catalysis process[Figure not available: see fulltext.]