167367-47-7

Basic information

• Product Name: (E)-1-bromo-2-(3'-hydroxy-3'-phenylprop-1'-enyl)benzene
• Synonyms: (E)-1-bromo-2-(3'-hydroxy-3'-phenylprop-1'-enyl)benzene
• CAS NO: 167367-47-7
• Molecular Weight: 289.172
• Mol File: 167367-47-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-1-bromo-2-(3'-hydroxy-3'-phenylprop-1'-enyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-bromo-2-(3'-hydroxy-3'-phenylprop-1'-enyl)benzene(167367-47-7)
• EPA Substance Registry System: (E)-1-bromo-2-(3'-hydroxy-3'-phenylprop-1'-enyl)benzene(167367-47-7)

Safety Data

• Hazardous Substances Data: 167367-47-7(Hazardous Substances Data)

Upstream product

• 2142-69-0 2-bromophenyl methyl ketone 
• 100-52-7 benzaldehyde 
• 6630-33-7 ortho-bromobenzaldehyde 
• 98-86-2 acetophenone 
• 3453-00-7 diethyl benzoylmethylphosphonate 
• 138555-58-5 2-bromocinnamaldehyde 
• 100-59-4 phenylmagnesium chloride 
• 22966-10-5 (E)-3-(2-bromophenyl)-1-phenylprop-2-en-1-one 

Downstream Products

• 1282418-35-2 3-(2-bromophenyl)-1-phenylpropan-1-ol 
• 494-12-2 flavan 
• 167367-89-7 1-[2-((E)-3-Methoxy-3-phenyl-propenyl)-phenyl]-ethanone 
• 167367-77-3 2-((E)-3-Methoxy-3-phenyl-propenyl)-benzaldehyde 
• 167368-09-4 1-(1-Diazo-ethyl)-2-((E)-3-methoxy-3-phenyl-propenyl)-benzene 
• 167367-71-7 (E)-1-bromo-2-(3'-methoxy-3'-phenylprop-1'-enyl)benzene 

Relevant articles and documents

Copper-catalyzed oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles

A mild and convenient oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles is uncovered by employing trimethylsilyl azide (TMSN3) as a nitrogen source in the presence of a catalytic amount of copper(II) perchlorate hexahydrate [Cu(ClO4)2 .6 H2O] (5 mol%) and 2,3-dichloro-5,6-dicyano-para- benzoquinone (DDQ) (1.2 equiv.) as an oxidant. This reaction is performed under ambient conditions and proceeds through C-C bond cleavage.

Palladium-catalyzed tandem reactions to form 1-vinyl-1H-isochromene derivatives

The palladium-catalyzed reaction of pinacolone with tert-butyldimethyl(3-(2-bromophenyl)allyloxy)-silane results in direct formation of 1-vinyl-3-tert-butyl-1H-isochromene. This is the result of a ketone arylation followed by an intramolecular cyclization of the enolate with the allylic system. The use of a lithium diamide base appears to be essential for success. The tert-butyldimethylsilyl protecting group is also an essential choice as it furnishes the appropriate reactivity to promote allylic substitution after the aryl coupling process. The use of more effective leaving groups, such as acetate, results in reaction of the allylic group, and no aryl coupling is observed. Through the appropriate selection of phosphine ligand and solvent, either the cyclized isochromene product or the noncyclized intermediate may be formed selectively. A short combinatorial study of the scope and limitations of the reaction, involving 24 ketones, is described.