trans-2-Decenoic acid

Description

Colorless liquid, solidifying in the cold to a waxy, opaque mass. Practically insoluble in water, soluble in alcohol and oils. Powerful, waxy-harsh odor when undiluted, almost Stearin-like unpleasant fatty. Sweet, refreshingly fruit y and slightly oily-waxy in concentrations lower than 0.1%. Poor tenacity.

Chemical properties

(E)-2-Decenoic acid has a peach-orange, slightly waxy aroma. Used in perfumes.

Occurrence

Reported found in lamb, pork fat, black tea and wort.

The Uses of trans-2-Decenoic acid

The taste in concentrations lower than 5 ppm is fruity, slightly waxy but sweet and PeachOrange-like. This acid has found some use in the reconditioning of flavor in processed fruit, Orange and Peach in particular. It is often used in conjunction with 2-Dodecenoic acid, and both materials are kept at concentrations of a few ppm in the finished product, sometimes even lower. Although this acid has not been recommended for use in perfume compositions, there could be some use for it in Citrus bases, partitularly Orange, Bitter Orange and Grapefruit.

Definition

ChEBI: A decenoic acid having its double bond in position 2.

Preparation

Trans-2-decenoic acid is prepared from beta-Hydroxydecanoic acid by dehydration.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 93, 1987 DOI: 10.1016/S0040-4039(00)95658-2