97023-31-9

Basic information

• Product Name: 1-ethanoyl-3-phenylcyclopentane
• CAS NO: 97023-31-9
• Molecular Weight: 188.269
• Mol File: 97023-31-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-ethanoyl-3-phenylcyclopentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ethanoyl-3-phenylcyclopentane(97023-31-9)
• EPA Substance Registry System: 1-ethanoyl-3-phenylcyclopentane(97023-31-9)

Safety Data

• Hazardous Substances Data: 97023-31-9(Hazardous Substances Data)

Upstream product

• 75-36-5 acetyl chloride 
• 142-29-0 cyclopentene 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 

Relevant articles and documents

Intramolecular C-H insertion reactions of (η5-Cyclopentadienyl)dicarbonyliron carbene complexes: Scope of the reactions and application to the synthesis of (±)-sterpurene and (±)-pentalenene

(η5-Cyclopentadienyl)dicarbonyliron carbene complexes, [(η5C5H5) (CO)2Fe=CHR]+BF4-, are generated as reactive intermediates from thioether derivatives, (η5-C5H5)(CO)2FeCH(R)SPh, by S-alkylation with trimethyloxonium tetrafluoroborate and loss of thioanisole. The carbene complexes undergo intramolecular C-H insertion into appropriately situated side chains to form cyclopentane derivatives. The reaction has been developed into a general procedure employing cycloalkanones as scaffolds bearing the iron carbene moieties and the side chains at C(2) and C(3), respectively. The products of the intramolecular insertion reactions are substituted bicyclo[n.3.0]alkanones. The scope and limitations of the reaction are described. The reaction is applied to a total synthesis of sterpurene and to a formal synthesis of pentalenene. Overall, this approach to cyclopentane annulation complements the related metal-catalyzed insertion reactions of diazocarbonyl compounds, which are also believed to occur via metal carbene complexes.