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Usage

Uses

Used in Flavor and Fragrance Industry:
ALLYL UNDECYLENATE is used as a flavoring agent for its fruital aroma reminiscent of pineapple. Its unique scent makes it a popular choice for enhancing the taste and aroma of various food products, particularly those with a tropical or fruity flavor profile.
Used in Perfumery:
In the perfumery industry, ALLYL UNDECYLENATE is used as a fragrance ingredient. Its powdery, fatty coconut, waxy, and dairy-like scent with a slight fruity pineapple nuance adds depth and complexity to perfume compositions, making it a valuable addition to the fragrance industry.
Used in Cosmetics:
ALLYL UNDECYLENATE is also utilized in the cosmetics industry, where it serves as a key ingredient in the formulation of various personal care products. Its pleasant aroma and unique scent characteristics make it an ideal component for creating appealing and long-lasting fragrances in products such as lotions, creams, and body washes.

Preparation

By azeotropic distillation of a benzene solution of the corresponding acid and allyl alcohol in the presence of naphthaleneβ-sulfonic acid.

InChI:InChI=1/C14H24O2/c1-3-5-6-7-8-9-10-11-12-14(15)16-13-4-2/h3-4H,1-2,5-13H2

Upstream product

• 112-38-9 10-undecenoic acid 
• 107-18-6 allyl alcohol 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 18508-59-3 phenyl 10-undecenoate 

Downstream Products

• 112-38-9 10-undecenoic acid 

Relevant academic research and scientific papers

Base catalyzed sustainable synthesis of phenyl esters from carboxylic acids using diphenyl carbonate

Phenyl esters were obtained in moderate to high yields by reaction of aliphatic and aromatic carboxylic acids with one equivalent of diphenyl carbonate in the presence of catalytic amounts of tertiary amine bases, such as DBU, TBD and DMAP under neat conditions at elevated temperatures (>100°C).

Stereoselective nitration of olefins with tBuONO and TEMPO: Direct access to nitroolefins under metal-free conditions

Nitroolefins are essential elements for both synthetic chemistry and medicinal research. Despite significant improvements in nitration of olefin an efficient metal-free synthesis remains elusive so far. Herein, we disclose a new set of reagents to access nitroolefins in a single step under metal-free conditions. A wide range of olefins with diverse functionalities has been nitrated in synthetically useful yields. This transformation is operationally simple and exhibits excellent E-selectivity. Furthermore, site selective nitration in a complex setup makes this method advantageous.

Efficient and stereoselective nitration of mono- and disubstituted olefins with AgNO2 and TEMPO

Nitroolefin is a common and versatile reagent. Its synthesis from olefin is generally limited by the formation of mixture of cis and trans compounds. Here we report that silver nitrite (AgNO2) along with TEMPO can promote the regio- and stereoselective nitration of a broad range of olefins. This work discloses a new and efficient approach wherein starting from olefin, nitroalkane radical formation and subsequent transformations lead to the desired nitroolefin in a stereoselective manner.