17308-90-6

Usage

General Description

Allyl undecanoate is a colorless liquid chemical compound commonly used in the production of perfumes and fragrances. It is derived from natural sources such as fruits and is known for its fruity, sweet, and floral aroma. Allyl undecanoate is also used as a flavoring agent in food products and as a solvent in various industrial applications. It is considered safe for use in cosmetics and personal care products when used in accordance with regulations. Additionally, it is utilized in the manufacturing of dyes, plastics, and organic synthesis. Overall, allyl undecanoate is a versatile chemical with a wide range of applications due to its pleasant scent and chemical properties.

InChI:InChI=1/C14H26O2/c1-3-5-6-7-8-9-10-11-12-14(15)16-13-4-2/h4H,2-3,5-13H2,1H3

Upstream product

• 107399-10-0 undecanoyltrimethylsilane 
• 107-18-6 allyl alcohol 

Relevant academic research and scientific papers

Redox selective reactions of organo-silicon and -tin compounds

The C-Si and C-Sn σ orbitals are higher in energy than C-H or C-C σ orbitals, and therefore can interact with neighboring π systems, non-bonding orbitals of heteroatoms, and other σ systems such as those of C-Si and C-Sn. Such interactions cause an increase of the HOMO level which in turn favors electron transfer. On the basis of this effect various types of redox selective reactions of organo-silicon and -tin compounds have been developed.

Electrochemical Oxidation of Acylsilanes and Their Tosylhydrazones

Oxidation potentials of acylsilanes were found to be much less positive than those of ketones and aldehydes.The effect of silicon is attributed to the rise of the HOMO level by the interaction between the C-Si ? orbital and the nonbonding p orbital of the carbonyl oxygen which in turn favors the electron transfer.Preparative electrochemical oxidation of acylsilanes proceeded smoothly, giving rise to facile cleavage of the C-Si bond and the introduction of nucleophiles such as alcohols, water, and carbamates onto the carbonyl carbon.Electrochemical properties of tosylhydrazones of acylsilanes were also investigated.A decrease in oxidation potential of tosylhydrazones caused by silyl substitution was found to be smaller than that for carbonyl compounds.Preparative electrochemical oxidation of tosylhydrazones of acylsilanes gave the corresponding nitriles with consumption of a catalytic amount of electricity.

ELECTROCHEMICAL OXIDATION OF ACYLSILANES

Oxidation potentials of acylsilanes were found to be much less than those of the corresponding ketones and aldehydes.Electrochemical oxidation of acylsilanes resulted in facile cleavage of the carbon-silicon bond and introduction of oxygen and nitrogen nucleophiles at the carbonyl carbon.Therefore acylsilanes serve as a synthetic equivalent of acyl cations.