53034-14-3

Basic information

• Product Name: Naphthalene, 2-[(1E)-2-(4-bromophenyl)ethenyl]-
• CAS NO: 53034-14-3
• Molecular Formula: C18H13Br
• Molecular Weight: 309.205
• Mol File: 53034-14-3.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Naphthalene, 2-[(1E)-2-(4-bromophenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Naphthalene, 2-[(1E)-2-(4-bromophenyl)ethenyl]-(53034-14-3)
• EPA Substance Registry System: Naphthalene, 2-[(1E)-2-(4-bromophenyl)ethenyl]-(53034-14-3)

Safety Data

• Hazardous Substances Data: 53034-14-3(Hazardous Substances Data)

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 580-13-2 2-bromonaphthalene 
• 35160-95-3 (2-naphthalenylmethyl)triphenylphosphonium bromide 
• 1122-91-4 4-bromo-benzaldehyde 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 66-99-9 β-naphthaldehyde 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 827-54-3 2-naphthylethylene 
• 1592-38-7 2-Naphthalenemethanol 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 106-39-8 bromochlorobenzene 
• 52428-02-1 2-(1'-bromoethyl)naphthalene 

Downstream Products

• 53034-15-4 2-bromobenzophenanthrene 
• 67213-08-5 2-[2-(4-methylphenyl)ethenyl]benzo[c]phenanthrene 
• 187-83-7 [6]helicene 
• 32829-04-2 2-styrylbenzo[c]phenanthrene 
• 36919-48-9 2-(4-bromostyryl)benzo[c]phenantrene 

Relevant articles and documents

Synthesis of a new N-containing hexahelicene

A new helically chiral hexacyclic system, containing one pyridine unit, was prepared through a four-step synthesis involving palladium promoted Mizoroki-Heck couplings and classical oxidative photodehydrocyclisation.

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.

Direct Wittig Olefination of Alcohols

A base-promoted transition metal-free approach to substituted alkenes using alcohols under aerobic conditions using air as the inexpensive and clean oxidant is described. Aldehydes are relatively difficult to handle compared to corresponding alcohols due to their volatility and penchant to polymerize and autoxidize. Wittig ylides are easily oxidized to aldehydes and consequently form homo-olefination products. By the strategy of simultaneously in situ generation of ylides and aldehydes, for the first time, alcohols are directly transferred to olefins with no need of prepreparation of either aldehydes or ylides. Thus, the di/monocontrollable olefination of diols is accomplished. This synthetically practical method has been applied in the gram-scale synthesis of pharmaceuticals, such as DMU-212 and resveratrol from alcohols.