50397-92-7

Basic information

• Product Name: 2-Cyclopenten-1-one, 3-methyl-2-phenyl-
• Synonyms: 2-Cyclopenten-1-one,3-methyl-2-phenyl;3-methyl-2-phenyl-2-cyclopenten-1-one;2-phenyl-3-methyl-cyclopent-2-ene-1-one;2-phenyl-3-methyl-2-cyclopenten-1-one;3-methyl-2-phenyl-cyclopent-2-enone;2-phenyl-3-methylcyclopent-2-enone
• CAS NO: 50397-92-7
• Molecular Formula: C12H12O
• Molecular Weight: 172.227
• Mol File: 50397-92-7.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 2-Cyclopenten-1-one, 3-methyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-one, 3-methyl-2-phenyl-(50397-92-7)
• EPA Substance Registry System: 2-Cyclopenten-1-one, 3-methyl-2-phenyl-(50397-92-7)

Safety Data

• Hazardous Substances Data: 50397-92-7(Hazardous Substances Data)

Upstream product

• 673-32-5 1-Phenylprop-1-yne 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 87505-97-3 1-(methoxyphenylmethyl)-2-methylene-1-(trimethylsiloxy)cyclobutane 
• 32776-14-0 1-phenyl-hexane-2,5-dione 
• 86395-64-4 (2E,4E)-4-methyl-5-phenyl-penta-2,4-dienal 
• 1227868-49-6 C₁₇H₁₄O₂ 
• 39545-99-8 2-phenylcyclopent-2-enone 
• 1352617-29-8 2-phenylcyclopent-1-enyl t-butyldimethylsilyl ether 
• 1352617-31-2 3-methyl-2-phenylcyclopent-1-enyl t-butyldimethylsilyl ether 
• 937-41-7 phenyl acrylate 
• 928292-07-3 (+/-)-2-phenyl-3-methylcyclopent-2-enol 
• 79-37-8 oxalyl dichloride 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 85282-99-1 2-methyl-1-phenyl-3-(o-vinylphenyl)indene 
• 928292-07-3 (+/-)-2-phenyl-3-methylcyclopent-2-enol 

Relevant articles and documents

Ambiphilic Reactivity of Vinyl Pd-Oxyallyl for Expeditious Construction of Highly Functionalized Cyclooctanoids

We report the catalytic generation of a vinyl Pd-oxyallyl that dimerizes regiospecifically to form highly functionalized nonbridged cyclooctanoids. Such compounds are otherwise synthetically challenging, but highly useful in synthesis. This vinyl Pd-oxyallyl species demonstrates both electrophilic and nucleophilic properties. DFT calculations elucidate the mechanism and the origins of the chemoselective cyclooctanoid formation.

Gold(I)-catalyzed divergence in the preparation of bicyclic enol esters: From exclusively [3C+2C]-cycloaddition reactions to exclusive formation of vinylcyclopropanes

With the use of benzonitrile-stabilized AuI catalyst [Au(IPr)(NCPh)]SbF6 (Ic; IPr=1,3-bis(2,6-diisopropylphenyl)imidazol- 2-ylidene), a spectrum of reactivity is observed for propargyl ester 4 a with cyclic vinyl ethers, ranging from exclusively [3C+2C] cycloaddition reactions to exclusively cyclopropanation depending only on the structure of the substrate. Some initially formed cyclopropanation products rearrange into the corresponding formally [3C+2C] cycloaddition products after treatment with fresh Au I complex at 80 °C. Vinylcyclopropanes formed from dihydrofuran and dihydropyran resisted such rearrangement, even in the presence of fresh AuI catalyst at elevated temperature. This study addresses an important mechanistic question concerning whether the five-membered-ring products were produced by a direct [3C+2C] cycloaddition reaction or by a sequential cyclopropanation/ring-expansion reaction. A dual pathway is proposed for the AuI-catalyzed reactions between propargyl esters and cyclic vinyl ethers. The different behavior among vinyl cyclic ethers is attributed to the difference in the polarization of the π bond. Highly polarized bonds appear to undergo the cycloaddition reaction whereas less polar π-bonds produce cyclopropanes. Copyright

Synthesis of cyclopentenols and cyclopentenones via nickel-catalyzed reductive cycloaddition

Strategies for the reductive cycloaddition of enals or enoates with alkynes have been developed. The enal-alkyne cycloaddition directly affords cyclopentenols, whereas the enoate-alkyne cycloaddition affords the analogous cyclopentenones. The mechanism of