34243-33-9

Basic information

• Product Name: 2-(thiophen-2-yl)quinoline
• Synonyms: 2-(2-Thienyl)quinoline; 2-Thiophen-2-yl-quinoline; quinoline, 2-(2-thienyl)-
• CAS NO: 34243-33-9
• Molecular Formula: C₁₃H₉NS
• Molecular Weight: 211.2823
• Mol File: 34243-33-9.mol
• Article Data: 99

Chemical Properties

• Boiling Point: 361.5°C at 760 mmHg
• Flash Point: 166.9°C
• Density: 1.231g/cm³
• Vapor Pressure: 4.29E-05mmHg at 25°C
• Refractive Index: 1.684
• CAS DataBase Reference: 2-(thiophen-2-yl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(thiophen-2-yl)quinoline(34243-33-9)
• EPA Substance Registry System: 2-(thiophen-2-yl)quinoline(34243-33-9)

Safety Data

• Hazardous Substances Data: 34243-33-9(Hazardous Substances Data)

Usage

Heterocyclic compound

Consisting of a quinoline ring fused with a thiophene ring
2-(thiophen-2-yl)quinoline is a heterocyclic compound, meaning it contains a ring structure with more than one type of atom, in this case, a quinoline ring fused with a thiophene ring.

Use in synthesis

Commonly used in the synthesis of various organic compounds
This compound is often utilized as a building block or intermediate in the creation of other organic compounds, particularly in the pharmaceutical industry.

Pharmaceutical industry application

Development of potential drugs and pharmaceuticals
Due to its unique structure and properties, 2-(thiophen-2-yl)quinoline is used in the research and development of new drugs and pharmaceuticals.

Biological activities

Potential anticancer, anti-inflammatory, and antimicrobial properties
Studies have been conducted on this compound to explore its possible therapeutic effects, such as fighting cancer, reducing inflammation, and inhibiting the growth of microorganisms.

Fluorescent properties

Investigated for use as a fluorescent probe in analytical and bioimaging applications
The compound's fluorescent nature has led to its investigation as a potential probe for various analytical and bioimaging techniques, which could aid in the study of biological processes and systems.

Research interest

Significant interest in various research fields due to potential biological and chemical applications
2-(thiophen-2-yl)quinoline's unique structure and properties have garnered attention in multiple research areas, as scientists explore its potential uses in both biological and chemical applications.

Upstream product

• 188290-36-0 thiophene 
• 6560-83-4 2-iodoquinoline 
• 5344-90-1 2-Aminobenzyl alcohol 
• 115510-91-3 1-(thien-2-yl)ethanol 
• 19212-35-2 1-(thiophen-2-yl)prop-2-yn-1-ol 
• 615-43-0 2-iodophenylamine 
• 3437-95-4 2-Iodothiophene 
• 125928-89-4 2-chinolyl-MgCl 
• 55439-10-6 2-(thiophen-2-yl)-1,2,3,4-tetrahydroquinoline 
• 98-03-3 thiophene-2-carbaldehyde 
• 62-53-3 aniline 
• 5918-68-3 N-thiophen-2-ylmethyleneaniline 
• 107-21-1 ethylene glycol 
• 88-15-3 2-Acetylthiophene 

Downstream Products

• 1662702-45-5 2-(5-(2-chlorobenzoyl)-2-thienyl)quinoline 
• 1375488-77-9 8-[5-(quinolin-2-yl)thiophene]-4,4-difluoro-1,3,5,7-tetra(4-methoxystyry)-4-bora-3a,4a-diaza-s-indacene 
• 81216-93-5 2-(3-bromo-2-thienyl)quinoline 

Relevant articles and documents

Pure red phosphorescent organic light-emitting diodes made of iridium(iii) complex with thiophene-quinoline ligand

A cyclometalated iridium(III) complex, bis(2-thiophen-2-yl-quinolinato)(acetoacetonate)iridium(III) [(tq)2Ir(III)(acac)] was synthesized for use in phosphorescent organic light-emitting diodes. The photophysical and electrochemical properties of the iridium(III) complex were characterized by UVvisible absorption, photoluminescence, and cyclic voltammetry. The maximum UV-visible absorption of (tq)2Ir(acac) was observed at 289 nm. (Tq)2Ir(acac) in dichloromethane showed its maximum photoluminescence (PL) emission at 629 nm. The optical band gap energy of (tq)2Ir(III)(acac) was measured to be 2.11 eV, and the HOMO energy level of (tq)2Ir(III)(acac) was calculated to be ?508 eV. The T1 state of (tq)2Ir(III)(acac), calculated from the PL emission maximum (2.01 eV), was well matched with the T1 level of CBP (2.6 eV). The phosphorescent organic light-emitting diode with a configuration of ITO/PEDOT:PSS/-NPD/TCTA/CBP:(tq)2Ir(III)(acac)(8 wt%)/BCP/Alq3/LiF/Al was fabricated and characterized. Light emission from the device was observed at a low turn-on voltage of 4.3 V. The device showed a maximum brightness of 24,000 cd/m2 at 16.3 V and an external quantum efficiency of 11.1% with a Commission Internationale de l'Eclairage (CIE) coordinate of (0.690, 0.310) Copyright

Rapid one-pot synthesis of antiparasitic quinolines based upon the microwave-assisted coupling-isomerization reaction (MACIR)

2-Substituted quinolines and related derivatives can be rapidly prepared from (hetero)aryl halides and propargyl alcohols in the sense of a one-pot microwave-assisted coupling-isomerization reaction (MACIR). First biological tests against trypanosomes and protozoans have revealed antiparasitic activity in the lower micromolar range. Georg Thieme Verlag Stuttgart.

Luminescent ion pairs with tunable emission colors for light-emitting devices and electrochromic switches

Most recently, stimuli-responsive luminescent materials have attracted increasing interest because they can exhibit tunable emissive properties which are sensitive to external physical stimuli, such as light, temperature, force, and electric field. Among these stimuli, electric field is an important external stimulus. However, examples of electrochromic luminescent materials that exhibit emission color change induced by an electric field are limited. Herein, we have proposed a new strategy to develop electrochromic luminescent materials based on luminescent ion pairs. Six tunable emissive ion pairs (IP1-IP6) based on iridium(iii) complexes have been designed and synthesized. The emission spectra of ion pairs (IPs) show concentration dependence and the energy transfer process is very efficient between positive and negative ions. Interestingly, IP6 displayed white emission at a certain concentration in solution or solid state. Thus, in this contribution, UV-chip (365 nm) excited light-emitting diodes showing orange, light yellow and white emission colors were successfully fabricated. Furthermore, IPs displayed tunable and reversible electrochromic luminescence. For example, upon applying a voltage of 3 V onto the electrodes, the emission color of the solution of IP1 near the anode or cathode changed from yellow to red or green, respectively. Color tunable electrochromic luminescence has also been realized by using other IPs. Finally, a solid-film electrochromic switch device with a sandwiched structure using IP1 has been fabricated successfully, which exhibited fast and reversible emission color change.

SmI2-mediated C-alkylation of Ketones with Alcohols under Microwave Conditions: A Novel Route to Alkylated Ketones

A novel protocol is developed towards the preparation of alkylated ketones from alcohols in presence of catalytic amount of SmI2 and base with the elimination of water as a single by-product under microwave irradiation conditions. Furthermore, applicability of this methodology to the synthesis of Donepezil and late-stage functionalization in Pregnenolone is also reported. Successful application of this methodology in Friedl?nder quinolone synthesis using 2-aminobenzyl alcohol and various acetophenones expand the synthetic utility of this protocol.

Ruthenium complex and preparation method thereof and catalytic application

The invention discloses a ruthenium complex and a preparation method thereof and catalytic application. The ruthenium complex is reported for the first time. Research finds that the ruthenium complexhas the activity of catalytically synthesizing quinazoline and derivatives thereof or catalytically synthesizing quinoline and derivatives thereof. When the ruthenium complex provided by the inventionis used for catalytic synthesis of quinazoline and derivatives thereof or quinoline and derivatives thereof, the ruthenium complex has the advantages of mild reaction conditions, wide substrate range, high catalytic product yield and good functional group tolerance, and is significantly superior to the prior art.

Direct synthesis of ring-fused quinolines and pyridines catalyzed byNNHY-ligated manganese complexes (Y = NR2or SR)

Four cationic manganese(i) complexes, [(fac-NNHN)Mn(CO)3]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)3]Br (Mn-4) (whereNNHis a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a γ-amino alcohol with a ketone or secondary alcohol;NNHS-ligatedMn-4proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and experimental evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclicN-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%.