57082-98-1

Basic information

• Product Name: 1-[(E)-2-(4-chlorophenyl)ethenyl]-4-bromobenzene
• CAS NO: 57082-98-1
• Molecular Weight: 293.59
• Mol File: 57082-98-1.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 1-[(E)-2-(4-chlorophenyl)ethenyl]-4-bromobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(E)-2-(4-chlorophenyl)ethenyl]-4-bromobenzene(57082-98-1)
• EPA Substance Registry System: 1-[(E)-2-(4-chlorophenyl)ethenyl]-4-bromobenzene(57082-98-1)

Safety Data

• Hazardous Substances Data: 57082-98-1(Hazardous Substances Data)

Upstream product

• 50289-57-1 diisopropyl (4-bromophenyl)methylphosphonate 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 104-88-1 4-chlorobenzaldehyde 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 106-37-6 1.4-dibromobenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 589-87-7 1,4-bromoiodobenzene 
• 832744-28-2 1-(4-bromophenyl)-2-(4-chlorophenyl)ethyne 
• 3156-37-4 4-bromo-β-nitrostyrene 
• 106-47-8 4-chloro-aniline 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 589-15-1 1-bromomethyl-4-bromobenzene 

Downstream Products

• 666830-53-1 trans-4-chloro-4'-(N,N-diphenylamino)stilbene 
• 1395063-57-6 (Z)-4-[2-(4-chlorophenyl)vinyl]biphenyl 
• 1395063-65-6 (E)-4-[2-(4-chlorophenyl)vinyl]biphenyl 
• 23566-01-0 1-(4-bromophenyl)-2-(4-chlorophenyl)ethane-1,2-dione 
• 1422172-83-5 (E)-2-(4-(4-chlorostyryl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 892550-41-3 (+/-)-2-[9-chloro-6-(3,4-dihydroxy-3-methylbut-1-yn-1-yl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile 
• 892549-58-5 2-[9-chloro-6-(3-hydroxy-3-methylbut-1-yn-1-yl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile 
• 892550-35-5 2-[9-chloro-6-(3-hydroxy-3-methylbutyl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile 
• 892550-54-8 2-[6-chloro-9-(3-methylbut-3-en-1-yn-1-yl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile 
• 892549-54-1 2-[9-chloro-6-(3-hydroxy-3-methylbut-1-yn-1-yl)-1H-phenanthro[9,10-d]imidazol-2-yl]isophthalonitrile 
• 892550-46-8 9-bromo-6-chloro-2-(2,6-dibromophenyl)-1H-phenanthro[9,10-d]imidazole 

Relevant articles and documents

N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums

Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.

Novel Carbazole-Based N-Heterocyclic Carbene Ligands to Access Synthetically Relevant Stilbenes in Pd-Catalyzed Coupling Processes

A series of new carbazole-based N-heterocyclic carbene (NHC) ligands have been synthesized in a simple and facile synthetic route and subsequently used in a Pd/carbazole-based NHC catalytic system, which was found to be effective in catalyzing Heck reactions to provide substituted stilbene derivatives in good yields. Several bioactive stilbenes, including pterostilbene, pinosylvin, trimethoxy resveratrol, and resveratrol, were synthesized in good yields, and a 10 mmol scale-up was also performed for trimethoxy resveratrol. The synthetic application was also extended by performing a double-tandem chemoselective Heck reaction followed by Miyaura borylation in a one-pot procedure to give single-step access to synthetically useful stilbenyl boronate esters. Similarly, a unique triple-tandem protocol of a chemoselective Heck reaction/Miyaura borylation/Suzuki–Miyaura coupling reaction sequence was performed for the one-pot modification of biologically relevant molecules.

Synthesis of stilbene derivatives via visible-light-induced cross-coupling of aryl diazonium salts with nitroalkenes using-NO2 as a leaving group

The straightforward visible-light-induced synthesis of stilbene compounds via the cross-coupling of nitroalkenes and diazonium tetrafluoroborates under transition-metal-free conditions is described. The protocol uses green LEDs as light sources and eosin Y as an organophotoredox catalyst. Broad substrate scope and exclusive selectivity for the (E)-configuration of stilbenes are observed. This protocol proceeds via a radical pathway, with nitroalkenes serving as the radical acceptor, and the nitro group is cleaved during the process.