202932-64-7

Basic information

• Product Name: 5-Hexen-3-one, 1-phenyl-
• CAS NO: 202932-64-7
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Mol File: 202932-64-7.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 5-Hexen-3-one, 1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hexen-3-one, 1-phenyl-(202932-64-7)
• EPA Substance Registry System: 5-Hexen-3-one, 1-phenyl-(202932-64-7)

Safety Data

• Hazardous Substances Data: 202932-64-7(Hazardous Substances Data)

Upstream product

• 2622-05-1 allylmagnesium bromide 
• 17077-46-2 4-(3-phenyl-propionyl)-morpholine 
• 104-53-0 3-phenyl-propionaldehyde 
• 106-95-6 allyl bromide 
• 73086-81-4 1-allyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt 
• 458-69-5 3-phenylpropanoic acid fluoride 
• 762-72-1 allyl-trimethyl-silane 
• 501-52-0 3-Phenylpropionic acid 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 1730-25-2 allylmagnesium bromide 
• 60340-28-5 1-phenylhex-5-en-3-ol 
• 645-45-4 hydrocinnamic acid chloride 

Downstream Products

• 1588-44-9 6-phenyl-1-hexene 
• 1158843-57-2 C₁₂H₁₄O₂ 
• 60550-53-0 1-phenyl-4-hexen-3-one 

Relevant articles and documents

Indium-catalyzed reduction of allyl bromide with gallium or aluminum. Formation of allylgallium and allylaluminum sesquibromides

Matrix presented Fast transmetalation of an allyl group from indium to gallium enables the assembly of a catalytic cycle of indium, which accelerates the formation of allylgallium sesquibromide. A solution of allylaluminum sesquibromide in THF is also pre

Organocatalytic Asymmetric Synthesis of Cyclic Acetals with Spirooxindole Skeleton

An organocatalytic asymmetric synthesis of cyclic acetal with spirooxindole skeleton has been developed via a domino reaction between isatin and γ-hydroxy enones. Bifunctional squaramide catalyst with adamantyl motif was found to be the most effective for the cascade reaction. With 10 mol% of the catalyst, the desired products were obtained in 1.8:1 to 9:1 diastereo- and 86% to >99% enantioselectivities from a range of substituted isatins and γ-hydroxy enones. (Figure presented.).

C-H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis

Catalyst controlled site-selective C-H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C-H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C-N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C-H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained.

Copper-catalyzed radical oxyallylation of olefins for the construction of alkene-containing isoxazolines

A radical-mediated approach to alkene oxyallylation using allylic oximes is described. The reaction proceeds under copper-catalytic redox-neutral conditions and tolerates various functional groups. This protocol thus enables the synthesis of structurally valuable isoxazolines and the introduction of a versatile olefin motif in a single step.