ALLYLCYCLOHEXANE ACETATE Property

Boiling point:

275.67°C (rough estimate)

Density 

0.9813 (rough estimate)

refractive index 

1.4614 (estimate)

FEMA 

2023 | ALLYL CYCLOHEXANEACETATE

color 

A colourless liquid.

Odor

at 100.00 %. sweet ripe fruity pineapple green peach apricot

Odor Type

fruity

JECFA Number

12

LogP

3.59

EPA Substance Registry System

Cyclohexaneacetic acid, 2-propenyl ester (4728-82-9)

Safety

Toxicity

The acute oral LD₅₀ value in rats was reported as 0.90 g/kg (0.56-1.24 g/kg) (Moreno, 1974) and the acute dermal LD₅₀ value in rabbits as 1.25 g/kg (0.35-2.15 g/kg) (Moreno, 1974).

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

ALLYLCYCLOHEXANE ACETATE Chemical Properties,Usage,Production

Identification

Description

A liquid with an intense, sweet, long-lasting fruital (pineapple, peach, apricot) aroma. It is used as a flavor enhancer, flavoring agent and adjuvant.

Regulatory Status

CoE: n/a
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).

Usage

Reported uses (ppm): (FEMA, 1994)

Natural occurrence

Not reported found in nature.

Chemical Properties

Colorless liquid, almost insoluble in water, miscible with alcohol, essential oils and flavor chemicals, perfume materials, etc. Pronounced “mixed-fruity“ odor, sweet, lasting and less ethereal than the lower aliphatic acetates. The flavor is overall fruity (“tutti-frutti”) with some resemblance to Pineapple, Peach and Apricot.

Occurrence

Has apparently not been reported to occur in nature.

Preparation

By esterfication of cyclohexane, acetic acid and allyl alcohol in the presence of benzene

Taste threshold values

Taste characteristics at 15 ppm: pineapple with a sweet, ripe, fruity nuance.

Metabolism

The hydrolysis of ester linkages in foreign compounds may be catalysed by many different esterases; most of these have a low degree of substrate specificity and they are to be found in all animals and bacteria (Parke, 1968). In the rat, allyl acetate and allyl alcohol are metabolized to 3-hydroxypropylmercapturic acid, which is excreted in the urine (Clapp, Kaye & Young, 1969). In dogs, cyclohexylacetic acid was not aromatized and was probably completely oxidized in the body by β-oxidation (Bernhard, 1937; Williams, 1959).