Allyl cyclohexylpropionate

Allyl cyclohexylpropionate Basic information
Identification Description Regulatory Status Usage Natural occurrence
Product Name:Allyl cyclohexylpropionate
Synonyms:3-allyl-cyclohexanopropionate;3-Allylcyclohexyl propionate;3-allylcyclohexylpropionate;Allyl 3-cyclohexylpropanoate;allyl cyclohexylpropanoate;Allyl hexahydrophenylpropionate;Allylcyclohxylpropionate;allylhexahydrophenylpropionate
CAS:2705-87-5
MF:C12H20O2
MW:196.29
EINECS:220-292-5
Product Categories:ester series;A-B;Alphabetical Listings;Flavors and Fragrances;Allyl Monomers;Monomers;Polymer Science;monomer
Mol File:2705-87-5.mol
Allyl cyclohexylpropionate Structure
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
Fp 227 °F
storage temp. Inert atmosphere,Room Temperature
solubility almost transparency in Methanol
form neat
color Colorless to Almost colorless
Odorat 100.00 %. sweet pineapple tropical fruity candy waxy
Odor Typefruity
Water Solubility 16.5mg/L at 20℃
JECFA Number13
InChIKeyTWXUTZNBHUWMKJ-UHFFFAOYSA-N
LogP4.276 at 20℃
CAS DataBase Reference2705-87-5(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanepropanoic acid, 2-propenyl ester(2705-87-5)
EPA Substance Registry SystemAllyl 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
toxicityThe acute oral LD50 has been reported as 585 mg/kg in the rat (B?r & Griepentrog, 1967).
MSDS Information
ProviderLanguage
SigmaAldrich English
Allyl cyclohexylpropionate Usage And Synthesis
Identification
CAS.No.: 
2705-87-5 
FL.No.: 
9.498
FEMA.No.: 
2026
NAS.No.: 
2026
CoE.No.: 
2223
EINECS.No.: 
220-292-5 
JECFA.No.: 
13
 
 
DescriptionA colorless liquid with pineapple aroma. Used as a flavoring agent or adjuvant.
Regulatory StatusCoE: 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).


UsageReported uses (ppm): (FEMA, 1994)
Food Category 
Usual 
Max. 
Alcoholic beverages 
2.33
5.33
Baked goods 
52.27
71.15
Chewing gum 
9.56
17.21
Frozen dairy 
20.11
28.75
Gelatins, puddings 
21.36
29.81
Gravies 
1
2
Hard candy 
7.41
10
Nonalcoholic beverages 
7.2
13.8
Soft candy 
44.97
57.8
Natural occurrenceNot reported found in nature.
Chemical PropertiesA colorless liquid with pineapple aroma. Used as a flavoring agent or adjuvant
Chemical PropertiesAllyl 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.
OccurrenceApparently has not been reported to occur in nature.
UsesAllyl 3-Cyclohexylpropanoate is used in preparation of a new type of environmentally friendly paint thinner.
PreparationBy direct esterification of cyclohexylpropionic acid with allyl alcohol in the presence of benzene.
DefinitionChEBI: Allyl cyclohexylpropionate is a fatty acid ester.
Taste threshold valuesTaste characteristics at 30 ppm: fruity, pineapple, waxy, with green sweet apple nuances.
Flammability and ExplosibilityNotclassified
Safety ProfilePoison by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. Combustible liquid. See ALLYL COMPOUNDS and ESTERS
MetabolismAllyl 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 Preparation Products And Raw materials
Raw materialsAllyl alcohol-->Cyclohexanepropionic acid
bakkenolide Cyclohexanepropionic acid Allyl Nonanoate ETHYL 4-METHYLOCTANOATE Allyl heptanoate Cyclohexene ETHYL CYCLOHEXANEPROPIONATE ALLYL CAPRYLATE Allyl glycidyl ether Allyl cyclohexylpropionate cinoxolone ALLYL PROPIONATE Sodium allylsulfonate CYCLOHEXANEPROPIONIC ACID METHYL ESTER Allyl bromide Allyl alcohol Allylbenzene bakkenolide A

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