33951-43-8

Basic information

• Product Name: 2-Buten-1-one, 3-hydroxy-1-phenyl-
• CAS NO: 33951-43-8
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Mol File: 33951-43-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Buten-1-one, 3-hydroxy-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Buten-1-one, 3-hydroxy-1-phenyl-(33951-43-8)
• EPA Substance Registry System: 2-Buten-1-one, 3-hydroxy-1-phenyl-(33951-43-8)

Safety Data

• Hazardous Substances Data: 33951-43-8(Hazardous Substances Data)

Upstream product

• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 53392-49-7 phenacyl thioacetate 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 141-78-6 ethyl acetate 
• 98-86-2 acetophenone 
• 127391-77-9 (E)-4-(acetoxy)-1-phenyl-2-buten-1-one 

Downstream Products

• 20737-59-1 3-methyl-5-phenylpyrazole hydrochloride 
• 137919-59-6 (Z)-3-(2,2-dimethylhydrazinyl)-1-phenyl-but-2-en-1-one 
• 41768-43-8 mer-tris(1-phenyl-1,3-butanedionato)cobalt(III) 
• 12267-22-0 1-phenyl-1,3-butanedionato-κ2-O,O'-bis(η5-cyclopentadienyl)titanium(IV) perchlorate 
• 4240-97-5 4-methyl-2-phenyl-1,2-dihydro-6-oxo-5-pyridine-carbonitrile 

Relevant articles and documents

Bismuth trichloride-catalyzed oxy-Michael addition of water and alcohol to α,β-unsaturated ketones

An efficient method was developed for the conjugate addition of water to various α,β-unsaturated ketones by using bismuth(III) chloride as a catalyst. The reactions proceeded smoothly in the presence of a catalytic amount of BiCl3 (20 mol%) in aqueous media to furnish a variety of synthetically useful β-hydroxyl ketones in moderate to good yields. Apart from water molecule, various alcohols could also be employed as nucleophiles to react with α,β-unsaturated ketones, leading to β-alkoxyl ketones in modest to high yields. In addition, the mild reaction conditions also entailed the conjugate addition reactions to proceed with the tolerance to a range of functional groups.

Synthesis of β-oxo carbonyl and thiocarbonyl compounds via basic sulfur abstraction

Sulfur abstraction from suitable thioesters represents a mild method for the formation of carbon-carbon bonds and the formation of 1,3-dicarbonyl compounds. A study of the scope and limitations of this reaction for the synthesis of these or mixed 1,3-carbonyl/thiocarbonyl compounds by a base promoted sulfur abstraction rearrangement is described. These reactions were typically very clean and the products were obtained in good yield (65–95%) in just 30 min. This method is particularly efficient for the introduction of thiocarbonyl containing groups. Thus, it constitutes a synthetic strategy for the generation of a new carbon-carbon bond and the regioselective preparation of mixed β-dicarbonyl compounds.

A tandem reaction initiated by 1,4-addition of bis(iodozincio)methane for 1,3-diketone formation

(Chemical Equation Presented) Treatment of an γ-acyloxy-α, β-unsaturated ketone with bis(iodozincio)methane leads to a novel tandem reaction consisting of three steps: (1) 1,4-addition of the dizinc reagent to the enone, which affords the corresponding zinc enolate of the β-zinciomethylated ketone; (2) intramolecular nucleophilic attack by the enolate on the ester group; and (3) Grob-type fragmentation of the adduct, accompanied by elimination of the zinc alkoxide of allyl alcohol. The overall reaction gives 1,3-diketones efficiently. Copyright