13380-80-8

Usage

Uses

Used in Fragrance and Flavor Industry:
2-Benzyl-3-methylcyclopent-2-en-1-one is used as a key ingredient in perfumes, colognes, and other scented products for its sweet, floral, and woody aroma with hints of spice.
Used in Pharmaceutical and Medicinal Applications:
2-Benzyl-3-methylcyclopent-2-en-1-one is studied for its potential pharmaceutical and medicinal applications, including its antimicrobial and antioxidant properties. This makes it a promising candidate for various health and wellness products.

InChI:InChI=1/C13H14O/c1-10-7-8-13(14)12(10)9-11-5-3-2-4-6-11/h2-6H,7-9H2,1H3

Upstream product

• 73336-36-4 2-(2-Bromallyl)-3-oxo-5-phenylpentansaeure-ethylester 
• 61363-11-9 7-Phenylheptane-2,5-dione 
• 89329-57-7 1-(2-methyl-1,3-dioxolan-2-yl)-2-nitro-5-phenylpentane-3-one p-toluenesulfonylhydrazone 
• 100-44-7 benzyl chloride 
• 14771-80-3 3-benzyl-4-methyl-3-penten-2-one 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 89329-61-3 1-(2-methyl-1,3-dioxolan-2-yl)-5-phenylpentan-3-one p-toluenesulfonylhydrazone 
• 89329-53-3 1-(2-methyl-1,3-dioxolan-2-yl)-2-nitro-5-phenylpentan-3-one 
• 104-53-0 3-phenyl-propionaldehyde 
• 80864-48-8 (S)-2-Benzyl-3-methyl-2-phenylselanyl-cyclopentanone 
• 71996-27-5 2-(phenylselenenyl)-2-cyclopentenone 
• 930-30-3 cyclopent-2-enone 
• 1020731-88-7 3-Methyl-2-[1-phenyl-meth-(E)-ylidene]-cyclopentanone 
• 131353-08-7 3-benzyl-3-chloro-4-methyl-4-penten-2-one 

Relevant academic research and scientific papers

Base-Induced Cyclization of α-Chloro- β,γ-Unsatured Ketones. Facile Synthesis of Tri- and Tetrasubstituted 2-Cyclopenten-1-ones

Base-induced cyclization of fully substituted α-chloro β,γ-unsatured ketones results in substituted cyclopentenones.Potassium tert-butoxyde, lithium diisopropylamide, sodium hydroxide, and ammonium hydroxide can be used as the base for this process.In the case of ammonium hydroxide , it is proposed that initial formation of an enamine is followed by an intramolecular SN2'reaction of the enamine carbon.For all other bases, the reaction most likely proceeds through a ketone enolate.Application of this novel cyclization has been extended to the synthesis of several 2,3-substituted, 2,3,5-trisubstituted, and 2,3,5,5-tetrasubstituted 2-cyclopenten-1-ones.

Synthesis of 2,3,5-trisubstituted-2-cyclopentenones via base induced cyclization of alpha-chloro unsaturated ketones

2,3,5-trisubstituted-2-cyclopentenones or 2,3-disubstituted-2-cyclopentenones (such as cis-jasmone) are prepared by contacting a 3-chloro-3,4-disubstituted-4-pentene-2-one with a strong base. Methods of preparing the reactants are also disclosed.

SYNTHETIC APPLICATIONS OF 2-PHENYLSELENENYLENONES-III AN OVERVIEW

2-Phenylselenenylenones are versatile species which can be selectively converted a number of different ketones and enones in high overall yields.

A NEW ROUTE TO 1,4-DIKETONES AND ITS APPLICATION TO (Z)-JASMONE AND DIHYDROJASMONE SYNTHESIS.

(Z)-Jasmone, dihydrojasmone and other 3-methylcyclopent-2-en-1-ones are easily synthetized starting from aldehydes and 1-(2-methyl-1,3-dioxolane-2-yl)-2-nitroethane as reagent for 3-ketobutyl anion synthon.Nitro-aldol condensation is the chainleghtening reaction followed by oxidation and denitration via p-toluenesulfonylhydrazones of the corresponding α-nitroketones.Removal of protecting groups gives 1,4-diketones which are then cyclized with alkali.

Synthetic Applications of 2-Phenylselenenyl Enones. Selective Formation of Exocyclic or Endocyclic Enones from a Common Intermediate

2-Phenylselenenyl enones are versatile species which can be selectively converted into a number of different ketones and enones (e.g.5, 6, 9, 10, or 11) in high overall yields.