34094-63-8

Basic information

• Product Name: 2-Cyclopenten-1-one, 5-ethyl-
• Synonyms: 2-Ethyl-2-cyclopentenon;5-ethyl-2-cyclopenten-1-one;2-Cyclopenten-1-one,5-ethyl;5-Ethyl-2-cyclopentenon
• CAS NO: 34094-63-8
• Molecular Formula: C7H10O
• Molecular Weight: 110.15400
• Mol File: 34094-63-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Cyclopenten-1-one, 5-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-one, 5-ethyl-(34094-63-8)
• EPA Substance Registry System: 2-Cyclopenten-1-one, 5-ethyl-(34094-63-8)

Safety Data

• Hazardous Substances Data: 34094-63-8(Hazardous Substances Data)

Upstream product

• 92173-30-3 5-Benzenesulfinyl-2-ethyl-pentanoic acid methyl-phenyl-amide 
• 89244-77-9 (E)-4-ethyl-1-trimethylsilyl-1,4-pentadien-3-ol 
• 89244-81-5 (E)-4-ethyl-1-trimethylsilyl-1,4-pentadien-3-one 
• 72839-10-2 4-methyl-1-hexyn-3-one 
• 55980-84-2 2-Phenylsulfinyl-5-ethylcyclopentanon 
• 64847-88-7 2-ethylcyclopentanone 

Relevant articles and documents

Hydroxylic additives enhance yield and scalability of silicon-directed Nazarov reaction

As a result of difficulties in scaling up silicon-directed Nazarov cyclization for use in the synthesis of taxane natural products, the effect of additives was examined. Hydroxylic additives were found to convey a consistent beneficial effect on the rate, overall yield, and scalability of these reactions. Optimal conditions (1.5 equiv methanol or water with substoichiometric FeCl3), were successfully applied to a range of β-silyl dienone substrates, including several complex polycyclic examples, as well as simpler dienones previously shown to be low-yielding or completely unreactive under the conventional conditions.

Silicon-Directed Nazarov Reactions II. Preparation and Cyclization of β-Silyl-substituted Divinyl Ketones

Two general methods for the preparation of β-silyl-substituted divinyl ketones have been developed starting from either α,β-unsaturated aldehydes or simple ketones.Anhydrous FeCl3 induces the cyclization to cyclopentenones under mild conditions and in good yields with predictable and complete control over the position of the double bond in the five-membered ring.The observed effects of substituents on rate can be explained by a rate-determining cationic electrocyclization.Silyl substitution has been shown to retard the reaction.