Allyl cyclohexylpropionate

A colorless liquid with pineapple aroma. Used as a flavoring agent or adjuvant.

CoE: Used provisionally. Bev.: 10 ppm; Food: 10 ppm
FDA: 21 CFR 172.515
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (1996).

Reported uses (ppm): (FEMA, 1994)

Not reported found in nature.

Allyl cyclohexylpropionate has not been found in nature. It is a colorless liquid with a sweet, fruity odor, reminiscent of pineapples.The ester is prepared by esterification of 3-cyclohexylpropionic acid (obtained by hydrogenation of cinnamic acid) with allyl alcohol. It is used in perfumery to obtain fruity top notes as well as pineapple and chamomile nuances.

A colorless liquid with pineapple aroma. Almost insoluble in water, miscible with alcohol, essential oils, perfume and flavor chemicals. Used as a flavoring agent or adjuvant

Apparently has not been reported to occur in nature.

Allyl 3-Cyclohexylpropanoate is used in preparation of a new type of environmentally friendly paint thinner. It useful as a topnote ingredient in certain perfume types, also as a modifier for already existing materials: Allyl caproate, Linalylacetate, Methyl phenyl carbinyl propionate, Sweet Orange oil, etc. More important in flavors: this chemical is often the chief carrier of the fruity note in imitation Pineapple, and an interesting modifier in imitation Strawberry, Raspbe~, etc. A powerful fortifier in the popular “tutti- -frutti” flavor types. Concentration in perfumes: usually less than 1% of the composition. Concentration in flavors: 10 to 40 ppm in finished food products, somewhat higher in chewing gum and certain candies.

ChEBI: Allyl cyclohexylpropionate is a fatty acid ester.

By direct esterification of cyclohexylpropionic acid with allyl alcohol in the presence of benzene.

Taste characteristics at 30 ppm: fruity, pineapple, waxy, with green sweet apple nuances.

Not classified

Poison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. Combustible liquid. See ALLYL COMPOUNDS and ESTERS

Allyl compounds are metabolized to mercapturic acid which is excreted in the urine (Clapp, Kaye & Young, 1969). Cyclohexylpropionic acid is aromatized to benzoic acid and excreted as hippuric acid in the urine. Substituted cyclohexylcarboxylic acids are either excreted unchanged or completely oxidized (Williams, 1959).