3239-35-8

Usage

Uses

Used in Perfume Industry:
(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate is used as a fragrance ingredient in the perfume industry to enhance and create pleasant scents. Its sweet, fruity aroma adds depth and complexity to perfume compositions, making it a valuable component in the creation of various fragrances.
Used in Cosmetics Industry:
In the cosmetics industry, (E)-6,10-dimethylundeca-5,9-dien-2-yl acetate is used as a scent enhancer in various cosmetic products such as lotions, creams, and body sprays. Its sweet, fruity aroma provides a pleasant olfactory experience, making the products more appealing to consumers.
Used in Food Flavorings:
(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate is used as a flavoring agent in the food industry to impart a sweet, fruity taste to various food products. Its unique aroma and flavor profile make it suitable for use in a wide range of food applications, including beverages, confectionery, and baked goods.
Used in Insect Communication:
(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate is used as a pheromone in insect communication, specifically for the attraction of moths. Its ability to attract these insects makes it a valuable tool in pest control and monitoring efforts, as well as in scientific research on insect behavior and ecology.

InChI:InChI=1/C15H26O2/c1-12(2)8-6-9-13(3)10-7-11-14(4)17-15(5)16/h8,10,14H,6-7,9,11H2,1-5H3/b13-10+

Upstream product

• 115-18-4 2-methyl-3-buten-2-ol 
• 38228-51-2 2-acetoxy-6-methyl-6-heptene 
• 107697-27-8 1-acetoxy-6,10-dimethyl-9-undecen-6-ol 
• 7733-91-7 (E)-6,10-dimethyl-5,9-undecadien-2-ol 
• 108-24-7 acetic anhydride 
• 3796-70-1 trans geranyl acetone 
• 2568-33-4 3-methyl-butane-1,3-diol 
• 15146-94-8 5-chloro-2-pentanol 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 75-36-5 acetyl chloride 
• 121424-59-7 6,10-dimethyl-9-undecene-2,6-diol 
• 107909-35-3 6-hydroxy-6-methylheptan-2-yl acetate 

Downstream Products

• 18454-69-8 Acetic acid 3-(5-methoxymethyl-2,6,6-trimethyl-cyclohex-1-enyl)-1-methyl-propyl ester 
• 1117-52-8 6,10,14-trimethyl-5,9,13-pentadecatriene-2-on 
• 1224875-99-3 (1S,2S)-(+)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl acetate 
• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 24190-33-8 (+)-(S)-dihydro-γ-ionone 
• 24190-34-9 4-[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]butan-2-one 

Relevant academic research and scientific papers

Asymmetric Cation-Olefin Monocyclization by Engineered Squalene–Hopene Cyclases

Squalene–hopene cyclases (SHCs) have great potential for the industrial synthesis of enantiopure cyclic terpenoids. A limitation of SHC catalysis has been the enzymes’ strict (S)-enantioselectivity at the stereocenter formed after the first cyclization step. To gain enantio-complementary access to valuable monocyclic terpenoids, an SHC-wild-type library including 18 novel homologs was set up. A previously not described SHC (AciSHC) was found to synthesize small amounts of monocyclic (R)-γ-dihydroionone from (E/Z)-geranylacetone. Using enzyme and process optimization, the conversion to the desired product was increased to 79 %. Notably, analyzed AciSHC variants could finely differentiate between the geometric geranylacetone isomers: While the (Z)-isomer yielded the desired monocyclic (R)-γ-dihydroionone (>99 % ee), the (E)-isomer was converted to the (S,S)-bicyclic ether (>95 % ee). Applying the knowledge gained from the observed stereodivergent and enantioselective transformations to an additional SHC-substrate pair, access to the complementary (S)-γ-dihydroionone (>99.9 % ee) could be obtained.

Adult Monochamus alternatus attractant and preparation method thereof

The invention discloses an adult Monochamus alternatus attractant and a preparation method thereof, and belongs to the technical field of insect attractant production. The main effective component ofthe adult Monochamus alternatus attractant is an artificially synthesized compound having a high attracting effect on Monochamus alternatus, and comprises a botanical compound and a diluent. The attractant has the advantages of reasonability in proportioning and high trapping efficiency, and can efficiently monitor, trap and kill adult Monochamus alternatus. The invention also provides a synthesisroute and the synthesis method of the artificially synthesized compound with the high attracting effect on Monochamus alternatus. The adult Monochamus alternatus attractant is prepared from geranylacetone, a reducing agent and acetyl chloride. The method has the advantages of simple raw materials, environmentally friendly steps, high production efficiency and good industrial application prospect,can be used for preparing the adult Monochamus alternatus attractant on a large scale, and has high practical application values.

Enantioselective synthesis and absolute configuration of the sex pheromone of Hedypathes betulinus (Coleoptera: Cerambycidae)

The male-produced sex pheromone of Hedypathes betulinus was identified as a mixture of (E)-6,10-dimethyl-5,9-undecadien-2-one (geranylacetone) (1) and its respective alcohol (2) and acetate (3). Kinetic resolution of alcohol (2) promoted by CAL-B in organic media provided both, (R)-(-)-(E)-6,10-dimethyl-5,9- undecadien-2-yl acetate (3) and (S)-(+)-(E)-6,10-dimethyl-5,9-undecadien-2-ol (2) in high enantiomeric purity. Comparative GC analysis using a chiral column revealed the natural constituents as being (R)-(3) and a mixture of (R)- and (S)-(2) in a ratio of 82.3% and 17.6%, respectively.

First total synthesis of (±) Hedaol B

Hedaol B, a new bisnorditerpene isolated from the Japanese brown alga Sargassum. sp., was first synthesized starting from geranyl acetone, alkylation of silyl cyanide as the key step.