3261-08-3

Basic information

• Product Name: (Z)-2-benzylidene-5-chlorobenzofuran-3(2H)-one
• Synonyms: (Z)-2-benzylidene-5-chlorobenzofuran-3(2H)-one
• CAS NO: 3261-08-3
• Molecular Weight: 256.688
• Mol File: 3261-08-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (Z)-2-benzylidene-5-chlorobenzofuran-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-benzylidene-5-chlorobenzofuran-3(2H)-one(3261-08-3)
• EPA Substance Registry System: (Z)-2-benzylidene-5-chlorobenzofuran-3(2H)-one(3261-08-3)

Safety Data

• Hazardous Substances Data: 3261-08-3(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 1262020-27-8 4-chloro-2-(1-hydroxy-3-phenylprop-2-yn-1-yl)phenol 
• 1350477-58-5 4-chloro-2-(3-phenylpropynoyl)phenol 
• 635-93-8 5-chlorosalicyclaldehyde 
• 536-74-3 phenylacetylene 
• 1262020-34-7 (Z)-2-benzylidene-5-chloro-2,3-dihydrobenzofuran-3-ol 
• 6077-40-3 2'-acetoxy-5'-chlorochalcone 
• 1218-24-2 5'-chloro-2'-hydroxychalcone 
• 131948-09-9 2'-acetoxy-α-bromo-5'-chloro-β-methoxydihydrochalcone 
• 6344-95-2 2,3-dibromo-1-(5-chloro-2-hydroxy-phenyl)-3-phenyl-propan-1-one 

Relevant articles and documents

Synthesis of aurones through silver-catalyzed intramolecular cyclization from o-Alkynonylphenols

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An efficient synthesis of aurone derivatives by the tributylphosphine-catalyzed regioselective cyclization of o-alkynoylphenols

An organocatalytic regioselective synthes is of aurones from o-alkynoylphenols was achieved. A catalytic amount of tributylphosphine select ively induced the 5-exo cyclization of o-alkynoylphenols under ambient conditions leading to aurone derivatives in high to excellent yields.

FLAVONE FORMATION IN THE WHEELER AURONE SYNTHESIS

Dihydrochalcones, formed by bromomethylation of the side-chain of 2'-acetoxychalcones, were found to produce minor quantities of flavones as well as the major product, aurones, when cyclized by aqueous ethanolic sodium hydroxide.The yields of flavone increased with increasing base concentration.The optimum concentration of hydroxide for aurone formation was below 1percent.Greatly diminished yields of O-heterocycles were obtained when a nitro substituent was introduced para to the cyclizing 2'-oxy function.