937-53-1

Basic information

• Product Name: (Z)-4-Phenyl-3-buten-2-one
• Synonyms: (Z)-4-Phenyl-3-buten-2-one;cis-Benzylideneacetone
• CAS NO: 937-53-1
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 0
• Mol File: 937-53-1.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-4-Phenyl-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-Phenyl-3-buten-2-one(937-53-1)
• EPA Substance Registry System: (Z)-4-Phenyl-3-buten-2-one(937-53-1)

Safety Data

• Hazardous Substances Data: 937-53-1(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 147227-26-7 α,α-bis(trimethylsilyl)-N-tert-butylacetimine 
• 108-86-1 bromobenzene 
• 32398-66-6 1-phenylbut-2-yn-1-ol 
• 917-54-4 methyllithium 
• 80783-99-9 3-phenyl-N-methoxy-N-methylacrylamide 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 536-74-3 phenylacetylene 
• 1486-28-8 diphenyl(methyl)phosphine 
• 78-95-5 chloroacetone 
• 67-64-1 acetone 
• 6738-06-3 phenylethynylmagnesium bromide 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 104974-60-9 rac-(Z)-4-phenylbut-3-en-2-ol 

Downstream Products

• 57539-17-0 1-benzyl-4-methyl-2r,5-diphenyl-2,3-dihydro-1H-phosphole 1c-oxide 
• 2550-26-7 4-Phenyl-2-butanone 
• 16301-92-1 (3-oxo-1-phenylbutyl)diphenylphosphine sulfide 
• 16244-50-1 (3-oxo-1-phenylbutyl)diphenylphosphine oxide 
• 2344-70-9 1-phenyl-3-butanol 
• 104974-60-9 rac-(Z)-4-phenylbut-3-en-2-ol 
• 25234-76-8 1,2-diphenyl-1,4-pentanedione 
• 30262-96-5 4-phenyl-4-trimethylsilylbutan-2-one 
• 1896-62-4 (E)-benzalacetone 
• 16460-85-8 (R)-4-phenylhexan-2-one 
• 16460-85-8 (S)-4-phenylhexan-2-one 

Relevant articles and documents

Enantioselective Michael Addition of Photogenerated o-Quinodimethanes to Enones Catalyzed by Chiral Amino Acid Esters

The first example of a photoexcitated amine-catalyzed process for asymmetric Michael addition of o-quinodimethanes to enones is described. In the presence of simple chiral amino acid esters, a variety of Michael adducts were generally obtained in good yie

Z-Selective phosphine promoted 1,4-reduction of ynoates and propynoic amides in the presence of water

Phosphine-mediated reductions of substituted propynoic esters and amides in the presence of water yield the partially reduced α,β-unsaturated esters and amides with highZ-selectivity. The competitivein situ ZtoE-isomerization of the product in some cases lowers theZtoEratios of the isolated α,β-unsaturated carbonyl products. Reaction time and the amounts of phosphine and water in the reaction mixture are the key experimental factors which control the selectivity by preventing or reducing the rates ofZ- toE-product isomerization. Close reaction monitoring enables isolation of theZ-alkenes with high selectivities. The computational results suggest that the reactions could be highlyZ-selective owing to the stereoselective formation of theE-P-hydroxyphosphorane intermediate.

Synthetic Entry to Polyfunctionalized Molecules through the [3+2]-Cycloaddition of Thiocarbonyl Ylides

Here we present a comprehensive study on the [3+2]-cycloaddition of thiocarbonyl ylides with a wide variety of alkenes and alkynes. The obtained dihydro- and tetrahydrothiophene products serve as exceptionally versatile intermediates providing access to thiophenes, dienes, dendralenes, and vic-quarternary carbon centers. The use of high-pressure conditions enables thermally unstable, sterically encumbered or moderately reactive substrates to undergo the cycloaddition under mild conditions, thereby increasing the yield by up to 58percent. In addition, we showcase its utility by the formal syntheses of the pharmaceuticals NGB 4420 and tenilapine.