38101-91-6

Basic information

• Product Name: (E)-2-(4-Chlorostyryl)quinoline
• Synonyms: (E)-2-(4-Chlorostyryl)quinoline
• CAS NO: 38101-91-6
• Molecular Formula: C₁₇H₁₂ClN
• Molecular Weight: 265.73688
• Mol File: 38101-91-6.mol
• Article Data: 32

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-2-(4-Chlorostyryl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(4-Chlorostyryl)quinoline(38101-91-6)
• EPA Substance Registry System: (E)-2-(4-Chlorostyryl)quinoline(38101-91-6)

Safety Data

• Hazardous Substances Data: 38101-91-6(Hazardous Substances Data)

Usage

Description

(E)-2-(4-Chlorostyryl)quinoline, with the molecular formula C17H11ClN, is a fluorescent dye that is widely utilized in biochemical and cell biology research. This chemical compound is known for its ability to stain various cellular components such as DNA, mitochondria, and endoplasmic reticulum, making it a valuable tool for visualizing and tracking these structures and processes. Its fluorescent properties also make it a promising candidate for applications in organic light-emitting diodes (OLEDs) and other optoelectronic devices, as it can emit light when excited. Furthermore, research has been conducted on its potential pharmacological properties, particularly as an anti-cancer agent.

Uses

Used in Biochemical and Cell Biology Research:
(E)-2-(4-Chlorostyryl)quinoline is used as a staining agent for visualizing and tracking cellular components such as DNA, mitochondria, and endoplasmic reticulum. Its fluorescent properties allow researchers to observe these structures and processes more effectively.
Used in Organic Light-Emitting Diodes (OLEDs) and Optoelectronic Devices:
(E)-2-(4-Chlorostyryl)quinoline is used as a light-emitting component in OLEDs and other optoelectronic devices due to its ability to emit light when excited, making it a potential candidate for these applications.
Used in Pharmaceutical Research:
(E)-2-(4-Chlorostyryl)quinoline is studied for its potential as an anti-cancer agent, with research being conducted to explore its pharmacological properties and possible applications in cancer treatment.

Upstream product

• 91-63-4 2-methylquinoline 
• 873-76-7 para-Chlorobenzyl alcohol 
• 105-13-5 4-Methoxybenzyl alcohol 
• 91-22-5 quinoline 
• 104-88-1 4-chlorobenzaldehyde 
• 1780-19-4 1,2,3,4-tetrahydro-2-methylquinoline 
• 1073-67-2 4-vinylbenzyl chloride 
• 1613-37-2 Quinoline N-oxide 
• 552-89-6 2-nitro-benzaldehyde 
• 30626-03-0 (3E)-4-(4-chlorophenyl)-3-buten-2-one 
• 75-52-5 nitromethane 
• 104-86-9 4-chlorobenzylamine 
• 4750-61-2 N-(p-chlorobenzyl)aniline 
• 3157-65-1 N-(p-chlorobenzylidene)-p-toluenesulfonamide 

Relevant articles and documents

Nickel(II)-Catalyzed Selective (E)-Olefination of Methyl Heteroarenes Using Benzyl Alcohols via Acceptorless Dehydrogenative Coupling Reaction

An efficient catalytic protocol for the synthesis of selective (E)-olefins by the newly synthesized nickel complexes via greener acceptorless dehydrogenative coupling methodology is presented. Two nickel(II) N, S chelating complexes were structurally characterized with the aid of spectral and single crystal X-ray diffraction methods. Olefination of 2-methylheteroarenes with benzyl alcohols via acceptorless dehydrogenative coupling is achieved by inexpensive nickel(II) catalysts. The present olefination protocol is simple and furnishes the desired 2-alkenylheteroarenes in 35 h and yields in the range of 40–93 %. The dehydrogenative coupling reaction proceeds via the generation of an aldehyde intermediate and produces water and hydrogen as sole by-products. The wide substrate scope of this catalytic reaction covered the synthesis of drug intermediates.

Metal-Free Synthesis of Alkenylazaarenes and 2-Aminoquinolines through Base-Mediated Aerobic Oxidative Dehydrogenation of Benzyl Alcohols

A metal-free, base-mediated, and atom-efficient oxidative dehydrogenative coupling of substituted phenylmethanols (benzyl alcohols) with methyl azaarenes or phenylacetonitriles to afford substituted alkenylazaarenes or 2-aminoquinolines, respectively is described. CsOH.H2O was discovered to be the base of choice for obtaining optimal yields of the title compounds, although the reaction could proceed with KOH as well. The protocol that works efficiently in the presence of air is amenable over broad range of substrates.

NH4I-mediated sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinoline for the synthesis of E-2-styrylquinolines

Without any metal catalyst, a simple and efficient method for the synthesis of E-2-styrylquinolines through sp3 C-H cross-dehydrogenative coupling of benzylamines with 2-methylquinolines mediated by NH4I under air is successfully developed. The oxidative olefination proceeded through deamination and sp3 C–H bond activation. A plausible mechanism is proposed for the construction of E-2-styrylquinolines.