37734-10-4

Usage

Uses

Used in Pharmaceutical Industry:
1-(3-methylbicyclo[2.2.1]hept-5-en-2-yl)ethanone is used as a synthetic building block for the creation of various organic compounds, particularly in the pharmaceutical industry. Its unique structure and functional groups make it a valuable component in the development of new drugs and medicinal compounds.
Used in Fragrance Industry:
In the fragrance industry, 1-(3-methylbicyclo[2.2.1]hept-5-en-2-yl)ethanone is used as a key component in the formulation of different scents. Its distinct odor and stability contribute to the creation of a wide range of fragrances used in perfumes, cosmetics, and other scented products.
Used as a Flavoring Agent in Food Products:
Due to its distinct and appealing odor, 1-(3-methylbicyclo[2.2.1]hept-5-en-2-yl)ethanone is also used as a flavoring agent in the food industry. It can be found in various food products, enhancing their taste and aroma.
Used in Research for Biological Activities:
1-(3-methylbicyclo[2.2.1]hept-5-en-2-yl)ethanone has been studied for its potential biological activities, including antibacterial and antifungal properties. This research could lead to new applications in the development of antimicrobial agents and treatments for various infections.
Overall, 1-(3-methylbicyclo[2.2.1]hept-5-en-2-yl)ethanone plays a significant role in organic synthesis and has a wide range of industrial applications, from pharmaceuticals and fragrances to the food industry and biological research.

Upstream product

• 625-33-2 3-penten-2-one 
• 542-92-7 cyclopenta-1,3-diene 
• 142-29-0 cyclopentene 
• 3102-33-8 trans-3-penten-2-one 
• 18402-89-6 (E)-5,5,5-trichloro-3-penten-2-one 
• 53810-66-5 1-((1R,2R,3R,4S)-3-Trichloromethyl-bicyclo[2.2.1]hept-5-en-2-yl)-ethanone 

Relevant academic research and scientific papers

Asymmetric Lewis Acid-Catalyzed Diels-Alder Reactions of α,β-Unsaturated Ketones and α,β-Unsaturated Acid Chlorides

(Equation presented) Conformational analysis, van der Waals attractions, and transition structure calculations are combined to design an asymmetric Lewis acid-catalyzed Diels-Alder reaction for simple acyclic α,β-unsaturated ketones and α,β-unsaturated acid chlorides, giving up to 83 and 92% ee, respectively. The two-point-binding chiral recognition mechanism, Lewis acid-Lewis base coordination with boron and a van der Waals attraction with the naphthyl group, uses the inherent enone unit of simple α,β-unsaturated carbonyl compounds, ending the need for auxiliary oxygen binding sites on the dienophile.

Electrochemical Reduction of exo-5-Acetyl-endo-6-trichloromethylbicyclohept-2-ene

Electrochemical reduction of exo-5-acetyl-endo-6-trichloromethylbicyclohept-2-ene (2) using a mercury cathode gave chemoselectively either the corresponding monochloromethyl or dichloromethyl derivatives in high yields by selecting supporting electrolyte.The reduction of 2 using a lead cathode gave 2-acetyl-3-methylbicyclohepta-2,5-diene and cis-1-(4-vinyl-2-cyclopentenyl)-2-propane together wwith by-products.

PREPARATION DE THIOCETONES ACYCLIQUES α-INSATUREES. DIMERISATION REGIOSELECTIVE EN 4H-DITHIINE-1,3

α-Unsaturated acyclic thioketones 6 a-d were prepared by a retro-Diels-Alder reaction using flash thermolysis technique.They were detected at low temperature (blue coloured pyrolysate) but dimerize in solution as soon as the temperature rose to -60o (case 6 a-c) and -20o (case 6 d).The structure of 6 d was established by UV and NMR spectra taken at -60o.Dimeric products were proved to be 4H-1,3 dithiin by spectral data and by univocal synthesis of 7 c and 7 d from the corresponding monomeric ketone. 1-3 Dithiin 7 d was isomerized at 190o into the thermodynamic isomer (8).This observed orientation of dimerisation agrees with theorical results obtained from molecular frontier orbital calculations.