10522-32-4

Usage

Uses

Used in Perfumery and Fragrance Industry:
(Z)-3,7-dimethylocta-2,6-dienyl phenylacetate is used as a key ingredient in the production of perfumes and fragrances due to its appealing scent. Its aromatic properties make it a valuable component in creating a wide range of olfactory experiences.
Used in Food Industry:
In the food industry, (Z)-3,7-dimethylocta-2,6-dienyl phenylacetate serves as a flavoring agent, enhancing the taste and aroma of various food products. Its ability to impart a pleasant flavor makes it a sought-after additive in the culinary world.
Used in Pesticide and Insect Repellent Formulation:
(Z)-3,7-dimethylocta-2,6-dienyl phenylacetate is utilized in the formulation of insect repellents and pesticides due to its insecticidal properties. Its effectiveness in controlling and repelling insects makes it a valuable component in agricultural and household pest control products.
Used in Pharmaceutical and Cosmetic Industries:
(Z)-3,7-dimethylocta-2,6-dienyl phenylacetate has been studied for its potential applications in pharmaceuticals and cosmetics. Its unique chemical properties and potential biological activities have sparked interest in exploring its use in developing new drugs and cosmetic products. (Z)-3,7-dimethylocta-2,6-dienyl phenylacetate's versatility and multifaceted applications make it a promising candidate for further research and development in these industries.

InChI:InChI=1/C18H24O2/c1-15(2)8-7-9-16(3)12-13-20-18(19)14-17-10-5-4-6-11-17/h4-6,8,10-12H,7,9,13-14H2,1-3H3/b16-12-

Upstream product

• 103-82-2 phenylacetic acid 
• 106-24-1 Geraniol 
• 75178-11-9 Phenyl-acetic acid [2,2']bipyridinyl-6-yl ester 

Relevant academic research and scientific papers

Gd(OTf)3-catalyzed synthesis of geranyl esters for the intramolecular radical cyclization of their epoxides mediated by titanocene(III)

A selective and mild method for the esterification of a variety of carboxylic acids with geraniol is developed. We demonstrated that the use of triphenylphosphine, I2, 2-methylimidazole or imidazole and a catalytic amount of Gd(OTf)3 resulted to be more active than the previous protocols, providing a 16-membered library of geranyl esters in higher yields and in shorter reaction times. The use of essential oil of palmarosa (Cymbopogon martinii), enriched with geraniol, as a raw material for the synthesis of the target compounds complemented and proved how sustainable and eco-friendly this protocol is. Finally, the selective 6,7-epoxidation of the obtained geranyl esters led us to study their regio-controlled radical cyclization mediated by titanocene(iii) for the synthesis of novel (8-hydroxy-9,9-dimethyl-5-methylene cyclohexyl)methyl esters in moderate yields and with excellent stereoselectivities.

Stereoselectivity of additions to N-methyl acetonitrilium fluorosulfonate

Alkoxy-N-methyl-acetiminium salts were prepared by addition of CH 3OH and C2H5OH to N-methyl acetonitrilium fluorosulfonate at low temperature. Analysis of the 5JHH and 3J13C-H coupling constants in the NMR spectra showed an anti addition with a diastereoselectivity of >95%. Deprotonation of these salts with (Z)-configuration gave the corresponding N-methyl-alkoxyacetimines with very high (E)-configuration. Upon protonation at -78 °C, these iminoesters gave the corresponding alkoxy-N-methyl-acetiminium salts with (E)-configuration. Computational analyses of the iminoesters and the corresponding iminium cations including the conformations give insight into the relative stability. Nitrilium salts can be used as reagents, exemplified by some esterifications between simple acids and alcohols.

A USEFUL METHOD FOR SELECTIVE ACYLATION OF ALCOHOLS USING 2,2'-BIPYRIDYL-6-YL CARBOXYLATE AND CESIUM FLUORIDE

Primary and secondary alcohols are acylated under mild conditions by the of use 2,2'-bipyridyl-6-yl carboxylates and cesium fluoride.Furthermore, the reaction is successfully applied to selective acylation of a primary carbinol group of diols containing primary and secondary carbinol groups or exclusive O-acylation of aromatic amino alcohols.