42078-65-9

Usage

Uses

Used in Flavor and Fragrance Industry:
FEMA 2869 is used as a flavoring agent for its sweet, winy, deep, and fruity taste. It is commonly utilized in the creation of various food and beverage products to enhance their flavor profiles.
FEMA 2869 is also used as a fragrance ingredient for its mild, deep-sweet, herbaceous, and winey odor. It is often incorporated into perfumes, colognes, and other scented products to provide a unique and pleasant aroma.
Used in Pharmaceutical Industry:
FEMA 2869 has potential applications in the pharmaceutical industry due to its chemical properties. It can be used in the development of new drugs or as an additive in existing medications to improve their taste and make them more palatable for patients.
Used in Cosmetics Industry:
In the cosmetics industry, FEMA 2869 can be used as a flavoring agent in oral care products, such as mouthwashes and toothpastes, to provide a pleasant taste. Additionally, its unique odor can be utilized in the formulation of scented cosmetics, like lotions and creams, to enhance their overall sensory experience.

Preparation

By esterification of phenethyl alcohol with 3-methylcrotonic acid.

InChI:InChI=1/C13H16O2/c1-11(2)10-13(14)15-9-8-12-6-4-3-5-7-12/h3-7,10H,8-9H2,1-2H3

Upstream product

• 541-47-9 3-Methylbutenoic acid 
• 103-63-9 1-phenyl-2-bromoethane 
• 50638-95-4 [2-(3-methylbut-2-enyloxy)ethyl]benzene 
• 870-63-3 prenyl bromide 
• 22096-25-9 sodium phenethylate 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 60-12-8 2-phenylethanol 

Downstream Products

• 1027514-60-8 C₁₉H₃₁⁽²⁾HO₄Si 

Relevant academic research and scientific papers

Synthesis of cyclic peroxides by chemo- and regioselective peroxidation of dienes with Co(II)/O2/Et3SiH

(Chemical Equation Presented). In the competitive peroxidation of mixtures of two alkenes with Co(II)/O2/Et3SiH, it was found that the relative reactivities of the alkene substrates are influenced by three major factors:. (1) relative stability of the intermediate carbon-centered radical formed by the reaction of the alkene with HCo(III) complex, (2) steric effects around the C=C double bond, and (3) electronic factors associated with the C=C double bond. Consistent with results from simple alkenes, the chemo-and regioselective peroxidation of dienes was also realized. Depending on the diene structure, the product included not only the expected acyclic unsaturated triethylsilyl peroxides but also 1,2-dioxolane and 1,2-dioxane derivatives via intramolecular cyclization of the unsaturated peroxy radical intermediates.

Hypervalent (tert-butylperoxy)iodanes generate iodine-centered radicals at room temperature in solution: Oxidation and deprotection of benzyl and allyl ethers, and evidence for generation of α-oxy carbon radicals

1-(tert-Butylperoxy)-1,2-benziodoxol-3(1H)-one (1a) oxidizes benzyl and allyl ethers to the esters at room temperature in benzene or cyclohexane in the presence of alkali metal carbonates. Since this reaction is compatible with other protecting groups such as MOM, THP, and TBDMS ethers, and acetoxy groups, and because esters are readily hydrolyzed under basic conditions, this new method provides a convenient and effective alternative to the usual reductive deprotection. Oxidation with 1a occurs readily with C-H bonds activated by both enthalpic effects (benzylic, allylic, and propargylic C-H bonds) and/or polar effects (α-oxy C-H bonds), generating α-oxy carbon-centered radicals, which can be detected by nitroxyl radical trapping. Measurement of the relative rates of oxidation for a series of ring-substituted benzyl n-butyl ethers 2d and 2p-s indicated that electron-releasing groups such as p-MeO and p-Me groups increase the rate of oxidation, and Hammett correlation of the relative rate factors with the σ+ constants of substituents afforded the reaction constant ρ+ = -0.30. The large value of the isotope effect obtained for the oxidation of benzyl n-butyl ether 2d (k(H)/k(D) = 12-14) indicates that the rate-determining step of the reactions probably involves a high degree of benzylic C-H bond breaking. The effects of molecular dioxygen were examined, and the mechanism involving the intermediacy of the tert-butylperoxy acetal 5 and/or the hydroperoxy acetal 32 is proposed. Particularly noteworthy is the finding that (tert-butylperoxy)iodane 1a can generate the tert-butylperoxy radical and the iodine-centered radical 33a, even at room temperature in solution, via homolytic bond cleavage of the hypervalent iodine(III)-peroxy bond.