59611-52-8

Basic information

• Product Name: 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE
• Synonyms: 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE
• CAS NO: 59611-52-8
• Molecular Formula: C₉H₁₀FN
• Molecular Weight: 151.19
• Mol File: 59611-52-8.mol
• Article Data: 38

Chemical Properties

• Melting Point: 32-34℃
• Boiling Point: 248.042 °C at 760 mmHg
• Flash Point: 103.813 °C
• Appearance: /
• Density: 1.108 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 5.15±0.20(Predicted)
• CAS DataBase Reference: 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE(59611-52-8)
• EPA Substance Registry System: 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE(59611-52-8)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 59611-52-8(Hazardous Substances Data)

Usage

Uses

6-Fluoro-1,2,3,4-tetrahydroquinoline is used as pharmaceutical intermediate.

InChI:InChI=1S/C9H10FN/c10-8-3-4-9-7(6-8)2-1-5-11-9/h3-4,6,11H,1-2,5H2

Upstream product

• 64-17-5 ethanol 
• 748805-85-8 (2-amino-5-fluorophenyl)methanol 
• 75893-82-2 6-fluoro-3,4-dihydro-1H-quinolin-2-one 
• 56767-37-4 3-chloro-N-(4-fluorophenyl)propionamide 
• 371-40-4 4-fluoroaniline 
• 148960-32-1 5-fluoro-1-indanone oxime 
• 396-30-5 6-fluoroquinoline 
• 388078-32-8 6-fluoro-1-formyl-1,2,3,4-tetrahydroquinoline 

Downstream Products

• 1493774-33-6 5-fluoro-2-nitro-benzenepropanoic acid methyl ester 
• 396-30-5 6-fluoroquinoline 
• 1384850-51-4 methyl 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate 
• 1384850-19-4 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid 
• 1315469-38-5 [4-(2,5-dichloro-phenoxy)-pyrimidin-5-yl]-(6-fluoro-3,4-dihydro-2H-quinolin-1-yl)-methanone 
• 1224638-45-2 [2-(2,5-dichloro-phenoxy)-pyridin-3-yl]-(6-fluoro-3,4-dihydro-2H-quinolin-1-yl)-methanone 

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

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

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.

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

Non-noble bimetallic CoW nanoparticles (NPs) partially embedded in a carbon matrix (CoW@C) have been prepared by a facile hydrothermal carbon-coating methodology followed by pyrolysis under an inert atmosphere. The bimetallic NPs, constituted by a multishell core-shell structure with a metallic Co core, a W-enriched shell involving Co7W6 alloyed structures, and small WO3 patches partially covering the surface of these NPs, have been established as excellent catalysts for the selective hydrogenation of quinolines to their corresponding 1,2,3,4-tetrahydroquinolines under mild conditions of pressure and temperature. It has been found that this bimetallic catalyst displays superior catalytic performance toward the formation of the target products than the monometallic Co@C, which can be attributed to the presence of the CoW alloyed structures.