ETHYL UNDECANOATE

Chemical properties

CLEAR COLOURLESS LIQUID

Chemical properties

Ethyl undecanoate has a coconut-like odor

Occurrence

Reported found in apple, butter, grape, brandy, wheat bread, rum, whiskey, wine, cognac, butter, plum brandy and sake.

The Uses of ETHYL UNDECANOATE

Ethyl undecanoate was used to prepare the corresponding aldehyde in the presence of Lithium diisobutyl-t-butoxyaluminum hydride (LDBBA).

Preparation

By reduction of the l-undecen-ll-oic acid ethyl ester with hydrogen in the presence of Ni at 180°C; or by direct esterification of n-undecanoic acid with ethyl alcohol under reflux.

Definition

ChEBI: Ethyl undecanoate is a fatty acid ester.

Aroma threshold values

Aroma characteristics at 1.0%: rum-like, estry, fatty and waxy, soapy with creamy nuances.

Taste threshold values

Taste characteristics at 15 ppm: cheesy, buttery, creamy, rum and cognac-like, with fruity apple and banana nuances. Taste characteristics at 25 ppm: waxy, creamy, slight fruity with coconut and cherry nuance.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 689, 1989 DOI: 10.1016/S0040-4039(01)80283-5
Chemical and Pharmaceutical Bulletin, 43, p. 2075, 1995 DOI: 10.1248/cpb.43.2075

General Description

Ethyl undecanoate is a volatile fatty acid ethyl ester (FAEE) commonly found in alcoholic beverages. It is also reported to occur in fermented wheat germ extract.