60550-53-0

Basic information

• Product Name: 4-Hexen-3-one, 1-phenyl-
• CAS NO: 60550-53-0
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Mol File: 60550-53-0.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 4-Hexen-3-one, 1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexen-3-one, 1-phenyl-(60550-53-0)
• EPA Substance Registry System: 4-Hexen-3-one, 1-phenyl-(60550-53-0)

Safety Data

• Hazardous Substances Data: 60550-53-0(Hazardous Substances Data)

Upstream product

• 103-63-9 1-phenyl-2-bromoethane 
• 83334-11-6 (Z)-6-phenyl-4-hydroxy-hex-2-ene 
• 33046-41-2 6-phenylhex-3-en-2-one 
• 104-53-0 3-phenyl-propionaldehyde 
• 221467-50-1 (S)-dimethyl(phenyl)(3-phenyl-2-tosylamidopropanoyl)silane 
• 90365-18-7 N-(p-toluenesulfonyl)-L-phenylalanyl chloride 
• 202932-64-7 1-phenyl-5-hexen-3-one 
• 74-95-3 1,1-dibromomethane 
• 221467-54-5 (2S,3R)-3--1-phenyl-2-tosylamido-5-hexen-3-ol 
• 80227-73-2 1-phenyl-4-hexen-3-ol 
• 16520-62-0 4-Phenyl-1-butyne 
• 64-17-5 ethanol 
• 2021-28-5 ethyl dihydrocinnamate 
• 645-45-4 hydrocinnamic acid chloride 

Downstream Products

• 874337-89-0 C₂₁H₂₇BrO₅ 
• 1334687-64-7 C₂₃H₃₆OSi 

Relevant articles and documents

Silver oxide(I) promoted Conia-ene/radical cyclization for a straightforward access to furan derivatives

A novel access to fused furan cores using silver oxide(I) has been developed. Mechanistic investigations indicate the involvement of a Conia-ene reaction/radical cyclization for an expedient path to complex furan derivatives. The reaction is broad in scop

Photocatalytic Stoichiometric Oxidant-Free Synthesis of Linear Unsaturated Ketones from 1,2-Disubstituted Cyclopropanols

A one-step catalytic oxidant-free synthesis of unsaturated ketones from 1,2-disubstituted cyclopropanols is reported. Previously for this transformation, only two- and three-step protocols have been developed. The reaction proceeds under irradiation with visible light in the presence of catalytic amounts of both an acridinium photocatalyst and a cobaloxime complex. 2-Aryl-substituted cyclopropanols react giving α,β-unsaturated ketones, while dehydrogenative ring opening of 2-alkyl-substituted substrates affords mixtures of α,β- and β,γ-enones. The reaction starts with one-electron oxidation of a cyclopropanol to cyclopropyloxy radical, presumably, by the photoexcited acridinium catalyst. We also found that Co(dmgBF 2) 2(MeCN) 2complex under an air atmosphere and irradiation with blue LEDs or upon heating can serve as a hydroxycyclopropane oxidant.

Difluoro-λ3-bromane-induced oxidative carbon-carbon bond-forming reactions: Ethanol as an electrophilic partner and alkynes as nucleophiles

Reported here for the first time are the oxidative couplings of alkynes and primary alcohols yielding conjugated enones. Although the BF3-catalyzed reaction of terminal alkynes with p-trifluoromethylphenyl(difluoro)-λ3-bromane results in the fluoro-λ3-bromanation of triple bonds to afford (E)-β-fluorovinyl-λ3-bromanes, reaction of an alkyne with the difluoro-λ3-bromane in the presence of an alcohol and BF3-Et2O affords directly conjugated enones in good yields. The reaction proceeds in a highly stereo- and regioselective manner under metal-free conditions. Interestingly, no formation of enones was detected, when difluoro-λ3-iodane p-CF3C6H4IF2 was used instead of the λ3-bromane. A mechanism involving a λ3-bromane-induced oxidation of an alcohol to an aldehyde, [2 + 2] cyclization with alkynes yielding 2H-oxetes, and finally the electrocyclic ring opening is discussed. Copyright