Allyl cyclohexylpropionate Chemical Properties

Boiling point:

91 °C1 mm Hg(lit.)

Density 

0.948 g/mL at 25 °C(lit.)

vapor pressure 

3.8Pa at 25℃

refractive index 

n20/D 1.46(lit.)

FEMA 

2026 | ALLYL CYCLOHEXANEPROPIONATE

Flash point:

227 °F

storage temp. 

Inert atmosphere,Room Temperature

solubility 

almost transparency in Methanol

color 

Colorless to Almost colorless

Odor

at 100.00 %. sweet pineapple tropical fruity candy waxy

Odor Type

fruity

Water Solubility 

16.5mg/L at 20℃

JECFA Number

13

InChIKey

TWXUTZNBHUWMKJ-UHFFFAOYSA-N

LogP

4.276 at 20℃

CAS DataBase Reference

2705-87-5(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexanepropanoic acid, 2-propenyl ester(2705-87-5)

EPA Substance Registry System

Allyl cyclohexanepropionate (2705-87-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36/37/39-45

RIDADR 

2810

WGK Germany 

2

RTECS 

GV6735000

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29162090

Toxicity

The acute oral LD₅₀ has been reported as 585 mg/kg in the rat (B?r & Griepentrog, 1967).

MSDS

• Language:English Provider:SigmaAldrich

Allyl cyclohexylpropionate Usage And Synthesis

Identification

Description

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

Regulatory Status

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).

Usage

Reported uses (ppm): (FEMA, 1994)

Natural occurrence

Not reported found in nature.

Chemical Properties

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.

Chemical Properties

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

Occurrence

Apparently has not been reported to occur in nature.

Uses

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.

Definition

ChEBI: Allyl cyclohexylpropionate is a fatty acid ester.

Preparation

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

Taste threshold values

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

Flammability and Explosibility

Not classified

Safety Profile

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

Metabolism

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).

Allyl cyclohexylpropionate (2705-87-5)Related Product Information

• Allylbenzene
• Allyl chloride
• Allyl glycidyl ether
• Cyclohexene
• Allyl bromide
• Sodium allylsulfonate
• Cyclohexanepropionic acid
• ALLYL PROPIONATE
• ETHYL 4-METHYLOCTANOATE
• cinoxolone
• ETHYL CYCLOHEXANEPROPIONATE
• Allyl Nonanoate
• bakkenolide A
• Allyl heptanoate
• bakkenolide
• ALLYL CAPRYLATE
• Allyl alcohol
• CYCLOHEXANEPROPIONIC ACID METHYL ESTER