39153-68-9

Basic information

• Product Name: (E,Z)-β-phenoxystyrene
• CAS NO: 39153-68-9
• Molecular Weight: 196.249
• Mol File: 39153-68-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (E,Z)-β-phenoxystyrene(CAS DataBase Reference)
• NIST Chemistry Reference: (E,Z)-β-phenoxystyrene(39153-68-9)
• EPA Substance Registry System: (E,Z)-β-phenoxystyrene(39153-68-9)

Safety Data

• Hazardous Substances Data: 39153-68-9(Hazardous Substances Data)

Upstream product

• 1109274-16-9 o-(1-phenylethoxy)iodobenzene 
• 103-64-0 bromostyrene 
• 108-95-2 phenol 
• 67-56-1 methanol 
• 530-48-3 1,1-Diphenylethylene 
• 100914-90-7 α-phenoxy-cinnamic acid 
• 100-52-7 benzaldehyde 
• 701-99-5 Phenoxyacetyl chloride 
• 766-94-9 vinyl phenyl ether 
• 100-34-5 benzene diazonium chloride 
• 96-09-3 styrene oxide 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 4279-76-9 phenoxyacetylene 
• 591-50-4 iodobenzene 

Downstream Products

• 108-95-2 phenol 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 17655-74-2 β-ethoxystyrene 
• 2074-04-6 phenylacetaldehyde-2,4-dinitrophenylhydrazone 
• 94041-88-0 methyl (E)-2,2-dimethyl-4-phenyl-3-buten-1-oate 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 645-49-8 cis-stilben 
• 4714-21-0 E-1-methyl-4-styryl-benzene 
• 1657-45-0 (Z)-4-methylstilbene 
• 14064-48-3 (E)-3-methylstilbene 
• 1694-19-5 E-1-(phenyl)-2-(4'-methoxyphenyl)ethene 
• 14064-41-6 (E)-3-methoxystilbene 
• 718-25-2 (E)-4-fluorostilbene 

Relevant articles and documents

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Cleavage of the lignin β-O-4 ether bond: Via a dehydroxylation-hydrogenation strategy over a NiMo sulfide catalyst

The efficient cleavage of lignin β-O-4 ether bonds to produce aromatics is a challenging and attractive topic. Recently a growing number of studies have revealed that the initial oxidation of CαHOH to CαO can decrease the β-O-4 bond dissociation energy (BDE) from 274.0 kJ mol-1 to 227.8 kJ mol-1, and thus the β-O-4 bond is more readily cleaved in the subsequent transfer hydrogenation, or acidolysis. Here we show that the first reaction step, except in the above-mentioned pre-oxidation methods, can be a Cα-OH bond dehydroxylation to form a radical intermediate on the acid-redox site of a NiMo sulfide catalyst. The formation of a Cα radical greatly decreases the Cβ-OPh BDE from 274.0 kJ mol-1 to 66.9 kJ mol-1 thereby facilitating its cleavage to styrene, phenols and ethers with H2 and an alcohol solvent. This is supported by control experiments using several reaction intermediates as reactants, analysis of product generation and by radical trap with TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) as well as by density functional theory (DFT) calculations. The dehydroxylation-hydrogenation reaction is conducted under non-oxidative conditions, which are beneficial for stabilizing phenol products.

Diarylrhodates as promising active catalysts for the arylation of vinyl ethers with grignard reagents

Anionic diarylrhodium complexes, generated by reacting [RhCl(cod)] 2 with 2 equiv of aryl Grignard reagents, were found to be effective active catalysts in cross-coupling reactions of vinyl ethers with aryl Grignard reagents, giving rise to the production of vinyl arenes. In this catalytic system, vinyl-O bonds were preferably cleaved over Ar-O or Ar-Br bonds. A lithium rhodate complex was isolated, and its crystal structure was determined by X-ray crystallography.