3757-16-2

Basic information

• Product Name: 4-CHLORO-4'-NITROSTILBENE
• Synonyms: 4-CHLORO-4'-NITROSTILBENE;Stilbene, 4-chloro-4'-nitro-
• CAS NO: 3757-16-2
• Molecular Formula: C₁₄H₁₀ClNO₂
• Molecular Weight: 259.6877
• Mol File: 3757-16-2.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 377.4°C at 760 mmHg
• Flash Point: 182°C
• Appearance: /
• Density: 1.322g/cm³
• Vapor Pressure: 1.47E-05mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 4-CHLORO-4'-NITROSTILBENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-4'-NITROSTILBENE(3757-16-2)
• EPA Substance Registry System: 4-CHLORO-4'-NITROSTILBENE(3757-16-2)

Safety Data

• Hazardous Substances Data: 3757-16-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10ClNO2/c15-13-7-3-11(4-8-13)1-2-12-5-9-14(10-6-12)16(17)18/h1-10H/b2-1+

Upstream product

• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 636-98-6 p-nitrobenzene iodide 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 
• 1073-67-2 4-vinylbenzyl chloride 
• 586-78-7 para-nitrophenyl bromide 
• 104-03-0 4-nitrobenzeneacetic acid 
• 1615-02-7 p-chlorocinnamic acid 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 100-00-5 4-chlorobenzonitrile 
• 622-95-7 4-chlorobenzyl bromide 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 15948-51-3 meso-p-chloro-p'-nitrostilbene dibromide 
• 168151-98-2 N-{4-[(Z)-2-(4-Chloro-phenyl)-vinyl]-phenyl}-2-cyano-acetamide 
• 168151-99-3 (Z)-(4-aminophenyl)(4'-chlorophenyl)ethene 
• 168151-97-1 N-[4-(4-Chloro-phenylethynyl)-phenyl]-2-cyano-acetamide 
• 15852-01-4 1-chloro-4-[(4-nitrophenyl)ethynyl]benzene 
• 14064-70-1 (Z)-(4-chlorophenyl)(4'-nitrophenyl)ethene 
• 15851-77-1 {4-[(4-chlorophenyl)ethynyl]phenyl}amine 
• 15948-51-3 1-(4-chlorophenyl)-1,2-dibromo-2-(4'-nitrophenyl)ethane 
• 7389-19-7 (E)-(4-aminophenyl)(4'-chlorophenyl)ethene 

Relevant articles and documents

Immobilized Pd on a NHC-functionalized metal-organic FrameworkMIL-101(Cr): An efficient heterogeneous catalyst in the heck and copper-free Sonogashira coupling reactions

A heterogeneous palladium catalyst system based on immobilization of palladium moieties on a N-heterocyclic carbene (NHC) modified metal organic framework (MOF) was developed for the Heck and copper-free Sonogashira coupling reactions. In order to prepare this catalyst system, first, MIL-101(Cr) was functionalized with NHC moieties through a post synthetic modification (PSM) approach, and then Pd metal was stabilized on the prepered MIL-101(Cr)-NHC substrate. This material was characterized using various microscopic and spectroscopic techniques and then was used as an efficient heterogeneous Pd catalyst system in the Heck and copper-free Sonogashira reactions. Results of the heterogeneity tests showed that the Pd-NHC-MIL-101(Cr) catalyst can efficiently catalyzed these coupling reactions heterogeneously and no remarkable changes observed in the morphology and structure of MIL-101(Cr) template during the reaction progress. Also, existence of palladium nanoparticles immobilized on the MOF structure affirmed by the TEM and XPS analysis confirmed the oxidation state of Pd. A variety of alkene and alkyne derivatives were synthesized in good to excellent yields using this heterogeneous Pd catalyst system under normal conditions. More importantly Pd-NHC-MIL-101(Cr) catalyst was simply recovered from the reaction medium without remarkable decreasing in its catalytic activities after five times of reusability. The ICP analysis showed the very low Pd and Cr metals leaching, representing high stability and applicability of this catalyst in Pd coupling reactions.

Palladium anchored on guanidine-terminated magnetic dendrimer (G3-Gu-Pd): An efficient nano-sized catalyst for phosphorous-free Mizoroki-Heck and copper-free Sonogashira couplings in water

In this research, a novel type of Fe3O4&at;silica-supported dendrimer capped by guanidine groups for immobilization of palladium was reported. This novel nano-sized catalyst was characterized by FTIR, TGA, XRD, FESEM, EDX, VSM, XPS and HRTEM methods. Enhanced catalytic activity of the prepared catalyst in Mizoroki-Heck and copper-free Sonogashira coupling reactions were evaluated in water as a green solvent. The influence of the various reaction parameters such as catalyst dosage, time and temperature on two mentioned C–C coupling reactions were studied. Results showed that the catalyst could be easily recovered by simple separation by an external magnet and reused for five cycles of recovery without considerable losing of its activity.

Palladium-catalyzed decarboxylative coupling of α,β-unsaturated carboxylic acids with aryl tosylates

We report a general method for selective cross-coupling of α,β-unsaturated carboxylic acids with aryl tosylates enabled by versatile Pd(II) complexes. This method features the general cross-coupling of ubiquitous α,β-unsaturated carboxylic acids by decarboxylation. The transformation is characterized by its operational simplicity, the use of inexpensive, air-stable Pd(II) catalysts, scalability and wide substrate scope. The reaction proceeds with high trans selectivity to furnish valuable (E)-1,2-diarylethenes.