51608-18-5

Usage

Uses

Used in Fragrance Industry:
(E)-2-(pent-2-enyl)cyclopentan-1-one is used as a fragrance ingredient for its medium strength odor and lactonic type, which contributes to the overall scent profile of various products.
Used in Flavor Industry:
In the flavor industry, (E)-2-(pent-2-enyl)cyclopentan-1-one is used as an additive to enhance the taste and aroma of different food and beverage products, taking advantage of its unique coconut creamy scent.
Used in Chemical Synthesis:
(E)-2-(pent-2-enyl)cyclopentan-1-one serves as a key intermediate in the synthesis of various chemical compounds, particularly those with potential applications in the pharmaceutical and agrochemical industries.
Used in Research and Development:
This organic compound is also utilized in research and development for studying its chemical properties, reactivity, and potential applications in creating new materials and products.

InChI:InChI=1/C10H16O/c1-2-3-4-6-9-7-5-8-10(9)11/h3-4,9H,2,5-8H2,1H3/b4-3+

Upstream product

• 68480-23-9 methyl 2-oxo-1-(pent-2-yn-1-yl)cyclopentanecarboxylate 
• 81159-43-5 methanesulfonic acid pent-2-ynyl ester 
• 627-93-0 hexanedioic acid dimethyl ester 
• 22592-15-0 1-chloropent-2-yne 
• 616-25-1 1-Penten-3-ol 
• 23786-93-8 1,1-diethoxy-cyclopentane 
• 98624-10-3 2-Oxo-1-((Z)-pent-2-enyl)-cyclopentanecarboxylic acid allyl ester 
• 110-62-3 pentanal 
• 120-92-3 cyclopentanone 
• 16424-35-4 2-pentylidenecyclopentan-1-one 
• 6261-19-4 cis-2-pentenyl chloride 
• 1576-95-0 cis-2-penten-1-ol 

Relevant academic research and scientific papers

ODORANT COMPOUND

The present invention relates to the field of perfumery. More particularly, it concerns a compound of formula (I) as defined herein below, and its uses as perfuming ingredients. Therefore, following what is mentioned herein, the present invention comprises the invention compound as part of a perfuming composition or of a perfumed consumer product. Moreover, the present invention relates to a properfume compound suitable to release the compound of formula (I).

Route Scouting towards a Methyl Jasmonate Precursor

For the synthesis of methyl jasmonate (1), via the strategic intermediates 3, 4, and 6a, we constructed a synthetic network via the diverse intermediates 7-10, 13, 14, 17, and 18. This allowed us to compare the efficiency of more than 20 novel routes. The most productive pathway with a total yield of 38% is represented by the sequence→5a→5m→13b→13a→6a→4 and proceeds via sequential bromination, basic elimination, decarbomethoxylation, isomerization, and finally Lindlar hydrogenation. The shortest selective way, 2a→[(E,E)-12b]→3→4, is a two-pot sequence using a modification of Naef's method, based on an aldol condensation between inexpensive cyclopentanone (2a) and crotonaldehyde, with in situ Corey-Chaykovsky cyclopropanation under phase transfer conditions. The key intermediate 3 was then simply pyrolyzed to afford 4 in 27% total yield. The alternative isomerization method via the six-step deviation→5a→5c→8c→13a→6a→4 was longer, although more efficient, with a total yield of 32%. Alternatively, a yield of 34% was obtained via the five-step sequence→5a→5c→2h→2i→4. Another favored six-step pathway,→5a→5c→2h→17a→14a→4 afforded the target compound in 35% total yield.

Synthesis of d-decalactone

The application and shortcomings of typical synthetic method of title d-decalactone was introduced in brief. A synthesis of 2-pentylidene cyclopentanone starting from cyclopentanone and n-valeraldehyde through aldol condensation, followed by dehydration, was studied and the yield reached 86.3 %. Then 2-pentenyl cyclopentanone was prepared in a yield of 91.5 % from 2-pentylidene cyclopentanone with a hydrogenation methodology under atmospheric pressure and use Pt/C as catalytic. Through Baeyer-Villiger oxidation, d-decalactone was synthesized in a yield of 61.2 %. Experiments by orthogonal experiment method to optimize the reaction conditions to determine the response of a reasonable process parameters and the analysis of the factors affecting the reactions. The structures and compositions of these compounds were accomplished by IR and GC-MS.

AN EFFICIENT SYNTHETIC METHOD OF METHYL (+/-)-JASMONATE

An efficient synthetic method of methyl (+/-)-jasmonate is described. 2-Pentynyl-2-cyclopentenone, the key intermediate in this route, was synthesized by applying the palladium-catalyzed enone formation from allyl β-keto carboxylate as a key reaction.