59812-97-4

Usage

Uses

Used in Fragrance Industry:
(S)-5-HEXADECANOLIDE STANDARD FOR GC is used as a flavoring agent and scent enhancer for adding a long-lasting, creamy, and fatty note to fragrances in perfumes and personal care products.
Used in Cosmetic Industry:
In the cosmetic industry, (S)-5-HEXADECANOLIDE STANDARD FOR GC is used as a scent enhancer to provide a pleasant and long-lasting fragrance to various cosmetic products.
Used in Analytical Chemistry:
(S)-5-HEXADECANOLIDE STANDARD FOR GC is used as a standard for gas chromatography to calibrate and validate the performance of GC instruments, ensuring accurate identification and quantification of other compounds in complex mixtures.

Upstream product

• 83019-13-0 α-undecylcyclopentanone 
• 717129-83-4 methyl 3,5-dioxohexadecanoate 
• 389837-58-5 5-oxohexadecanal 
• 116262-03-4 (R)-2-n-undecanylcyclopentanone 
• 17369-53-8 hydroxyhexadecanoic acid 

Relevant academic research and scientific papers

Stereoselective synthesis of δ-lactones from 5-oxoalkanals via one-pot sequential acetalization, tishchenko reaction, and lactonization by cooperative catalysis of samarium ion and mercaptan

By the synergistic catalysis of samarium ion and mercaptan, a series of 5-oxoalkanals was converted to (substituted) δ-lactones in efficient and stereoselective manners. This one-pot procedure comprises a sequence of acetalization, Tishchenko reaction and lactonization. The deliberative use of mercaptan, by comparison with alcohol, is advantageous to facilitate the catalytic cycle. The reaction mechanism and stereochemistry are proposed and supported by some experimental evidence. Such samarium ion/mercaptan cocatalyzed reactions show the feature of remote control, which is applicable to the asymmetric synthesis of optically active δ-lactones. This study also demonstrates the synthesis of two insect pheromones, (2S,5R)-2-methylhexanolide and (R)-hexadecanolide, as examples of a new protocol for asymmetric reduction of long-chain aliphatic ketones.

Enantioselective Synthesis of (R)-(+)-5-Hexadecanolide, the Pheromone of Queen of Oriental Hornet, Vespa orientalis Linn

An enantioselective synthesis of (R)-(+)-5-hexadecanolide (1) using cyclopentanone, and (R)-2-aminobutyl-n-undecyl iodide (as electrophile) is reported.