57642-64-5

Basic information

• Product Name: 2-Propen-1-one, 1-(2-hydroxyphenyl)-2,3-diphenyl-, (2E)-
• CAS NO: 57642-64-5
• Molecular Formula: C21H16O2
• Molecular Weight: 300.357
• Mol File: 57642-64-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 1-(2-hydroxyphenyl)-2,3-diphenyl-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 1-(2-hydroxyphenyl)-2,3-diphenyl-, (2E)-(57642-64-5)
• EPA Substance Registry System: 2-Propen-1-one, 1-(2-hydroxyphenyl)-2,3-diphenyl-, (2E)-(57642-64-5)

Safety Data

• Hazardous Substances Data: 57642-64-5(Hazardous Substances Data)

Upstream product

• 90-02-8 salicylaldehyde 
• 501-65-5 diphenyl acetylene 
• 92151-73-0 2-phenylethynylphenol 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Tandem Alkyne Hydroacylation and Oxo-Michael Addition: Diastereoselective Synthesis of 2,3-Disubstituted Chroman-4-ones and Fluorinated Derivatives

Tandem reactions involving Rh-catalyzed intermolecular hydroacylations of alkynes with salicylaldehydes followed by intramolecular oxo-Michael additions are described for the diastereoselective synthesis of 2,3-disubstituted chroman-4-ones. The tandem hydroacylation/oxo-Michael additions occur to form 2,3-disubstituted chroman-4-ones in high yields from a range of 1,2-disubstituted acetylenes and substituted salicylaldehyes. The resulting 2,3-disubstituted chroman-4-ones are readily fluorinated to form trans-3-fluoro-2,3-disubstituted chroman-4-ones in high yields with excellent diastereoselectivity. (Chemical Equation Presented).

Reaction of 2-hydroxybenzaldehydes with alkynes, alkenes, or allenes via cleavage of the aldehyde C-H bond using a rhodium catalyst system

2-Hydroxybenzaldehydes smoothly and efficiently react with various internal and terminal alkynes accompanied by cleavage of the aldehyde C-H bond by using a rhodium-based catalyst system of [RhCl(cod)]2/dppf/Na2CO3 [cod = 1,5-cyclooctadiene; dppf = 1,1'-bis(diphenylphosphino)ferrocene] to give the corresponding 2-alkenoylphenols in good to excellent yields. The regioselectivity of the reaction depends on the substituents of acetylene; an oxygen function on the propargylic position shows a considerable directing effect. The aldehydes can also react with some alkenes or allenes, such as triethylvinylsilane and 2-norbornene or 3-methyl-1,2-butadiene and 1,2- nonadienes, in place of alkynes.