2835-39-4C=CCOC(=O)CC(C)CHOMAGVUCNZNWBC-UHFFFAOYSA-NAllyl isovalerate is a clear colorless to pale yellow liquid with overripe fruit odor and an apple taste. (NTP, 1992)
2835-39-4DTXSID4039233CHEMBL1887355CHEBI:823800.882 at 75 °F (NTP, 1992) - Less dense than water; will float
0.879-0.884
less than 0.1 mg/mL at 61.7 °F (NTP, 1992)
Insoluble in water and miscible with perfume and flavour materials
1ml in 1ml 95% ethanol (in ethanol)
Danger
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P262, P264, P270, P280, P301+P316, P302+P352, P303+P361+P353, P316, P321, P330, P361+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1598 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H301: Toxic if swallowed [Danger Acute toxicity, oral]
Chemical: Butanoic acid, 3-methyl-, 2-propenyl ester
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Butanoic acid, 3-methyl-, 2-propenyl ester: Does not have an individual approval but may be used under an appropriate group standard
A mutagen, tumorigen, and moderate skin irritant; Causes somnolence in lethal-dose feeding studies of rats; [RTECS] Emergency treatment: Irritants; [HSDB] Safe when used as a flavoring agent in food; ADI = 0-0.12 mg/kg bw; [JECFA] A skin irritant; [CAMEO]
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Allyl isovalerate is metabolized to isovaleric acid, which can conjugate with glycine, and allyl alcohol, which could then be further metabolized via two pathways to form either acrolein or glycidol, from which a variety of metabolites could result (L1276).
Used as a fragrance in creams and lotions and as a flavoring agent; [HSDB]
FRAGRANCE, EG, IN CREAMS & LOTIONS; FLAVORING AGENT IN FOODS, EG, BAKED GOODS
Allyl isovalerate has been used since the 1950s as a raw material for fragrances in cosmetics, lotions and perfumes and in certain food products, although it is not known whether it is currently used in this way (L1276).
(1977) No Data
(1979) No Data
(1977) No Data
(1979) No Data
(1977) PROBABLY GREATER THAN 4.54X10+5 GRAMS
(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS
DIRECT ESTERIFICATION OF ALLYL ALCOHOL WITH ISOVALERIC ACID UNDER AZEOTROPIC CONDITIONS
SYNTH BY DIRECT ESTERIFICATION IN PRESENCE OF BENZENE.
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
No reaction records under the current filter.
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103.5 °F (NTP, 1992)
40 °C
306.1 °F at 729 mmHg (NTP, 1992)
89-90 °C
161.00 °C. @ 760.00 mm Hg
155 °C
13 mmHg at 71.6 °F ; 16.8 mmHg at 86.0 °F (NTP, 1992)
13.0 [mmHg]
A REVIEW WITH 8 REF ON ALLYL ISOVALERATE INCLUDING TOXICITY, IRRITATION, SENSITIZATION, & METABOLISM.[OPDYKE DL J; FOOD COSMET TOXICOL 17 (SUPPL) 703 (1979)]
DHHS/NTP; Carcinogenesis Studies of Allyl Isovalerate in F344/N Rats and B6C3F1 Mice (Gavage Studies) Technical Report Series No. 253 (1983) NIH Publication No.83-2509
Flam. Liq. 3 (100%)
Acute toxicity (ingestion) - category 3
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Consider dilution with water or milk in case of ingestion. After inhalation, move patient to fresh air and monitor for respiratory distress. In case of eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. (T36)
Allyl isovalerate has low irritancy potential. It is deduced that one of its metabolites, isovaleric acid, is toxic, based upon the effects of an inborn error of leucine metabolism caused by isovaleryl-coenzyme A dehydrogenase deficiency (L1276).
The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=2835-39-4]
Allyl isovalerate
Group 3: Not classifiable as to its carcinogenicity to humans
Volume 36: (1985) Allyl Compounds, Aldehydes, Epoxides and Peroxides
1999
1998
Allyl isovalerate
Allyl isovalerate (AI) was evaluated for the induction of sex-linked recessive lethal mutations in Drosophila melanogaster by the National Toxicology Program. Canton-S wild-type males were treated with concentrations of AI that result in approximately 30% mortality. Following treatment, males were mated individually to 3 harems of Basc virgin females to produce 3 broods for analysis. All dietary concentrations (1200, 1600, 2000, and 4500 ppm) of AI tested gave negative results.
Evaluation: No epidemiological data relevant to the carcinogenicity of allyl isovalerate were available. There is limited evidence in experimental animals for the carcinogenicity of allyl isovalerate. Overall evaluation: Allyl isovalerate is not classifiable as to its carcinogenicity to humans (Group 3).
Carcinogenesis studies of allyl isovalerate (96% pure) were conducted by administering the test chemical in corn oil by gavage to groups of 50 male and 50 female F344/N rats and to groups of 50 male and 50 female B6C3F1 mice at doses of 31 or 62 mg/kg. ... Doses were admin five times per wk for 103 wk. Groups of 50 rats and 50 mice of each sex received corn oil by gavage on the same dosing schedule and served as vehicle controls. ... Under the conditions of these studies, allyl isovalerate ... /caused/ mononuclear cell leukemia in male F344/N rats and lymphoma in female B6C3F1 mice.
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Butanoic acid, 3-methyl-, 2-propen-1-yl ester: ACTIVE
REPORTED USES: NON-ALCOHOLIC BEVERAGES 8.6 PPM; ICE CREAM, ICES, ETC 18 PPM; CANDY 22 PPM; BAKED GOODS 15-48 PPM; GELATINS & PUDDINGS 1.0 PPM.
FLAVOR USEFUL IN: APPLE, CHERRY FRUIT BLENDS
FEMA NUMBER 2045
UsesAllyl Isovalerate is a synthetic flavoring agent that is a stable, color- less to light yellow liquid of fruity odor. it should be stored in glass or tin containers. it has usage in fruit flavors with applications in beverages, baked goods, ice cream, and candy at 8–50 ppm.
General DescriptionClear colorless to pale yellow liquid with overripe fruit odor and an apple taste.
PreparationBy direct esterification in the presence of benzene.
DefinitionChEBI: Allyl isovalerate is a fatty acid ester.