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Allyl isovalerate

Allyl isovalerate structure

Allyl isovalerate 

structure
  • CAS No:

    2835-39-4

  • Formula:

    C8H14O2

  • Chemical Name:

    Allyl isovalerate

  • Synonyms:

    Butanoic acid,3-methyl-,2-propen-1-yl ester;Isovaleric acid,allyl ester;Butanoic acid,3-methyl-,2-propenyl ester;Allyl isovalerate;Allyl isopentanoate;NSC 18606;Allyl 3-methylbutanoate

  • Categories:

    Cosmetic Ingredient  >  Perfuming

Description

Organic compound. A liquid with a fruit-like (apple, cherry) aroma. Used as a flavoring agent or adjuvant


Allyl isovalerate is a clear colorless to pale yellow liquid with overripe fruit odor and an apple taste. (NTP, 1992)|Colourless to pale yellow liquid with a fruity apple/cherry odour


Allyl isovalerate is a clear colorless to pale yellow liquid with overripe fruit odor and an apple taste. (NTP, 1992)|Allyl isovalerate is a fatty acid ester.

Allyl isovalerate Basic Attributes

142.2

142.20

220-609-7

3551Z86V7T

18606

1992

DTXSID4039233

LIQUID

2915900090

Characteristics

26.3

1.76170

Allyl isovalerate is a clear colorless to pale yellow liquid with overripe fruit odor and an apple taste. (NTP, 1992)

0.882 at 75° F (NTP, 1992)

89-90 °C

139 °F

n20/D 1.416(lit.)

less than 0.1 mg/mL at 61.7° F (NTP, 1992)

13 mm Hg at 71.6° F ; 16.8 mm Hg at 86.0° F (NTP, 1992)

PLEASANT OVER-RIPE FRUIT ODOR

APPLE TASTE

Insoluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

ALLYL ISOVALERATE may react vigorously with strong oxidizing agents. Can react exothermically with reducing agents (such as alkali metals and hydrides) to release gaseous hydrogen. May react exothermically with both acids and bases.

Safety Information

III

3.2

UN 1992 3/PG 3

3

21/22-36/37/38

26-36

NY1412000

Xn

P261-P280-P301 + P310-P305 + P351 + P338-P312

H226-H301-H311-H315-H319-H335

172.515|121.1164

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

This chemical is combustible. (NTP, 1992)

|Danger|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P310, P302+P352, P303+P361+P353, P312, P321, P322, P330, P361, P363, P370+P378, P403+P235, P405, and P501|Aggregated GHS information provided by 1596 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P280, P301+P310, P302+P352, P312, P321, P322, P330, P361, P363, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 131 [Flammable Liquids - Toxic]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

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. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxicity

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.

NOT REPORTED FOUND IN NATURE.

Drug Information

SYMPTOMS: Symptoms of exposure to this chemical include skin irritation. ACUTE/CHRONIC HAZARDS: This compound may cause skin irritation. When heated to decomposition it emits acrid smoke and fumes. (NTP, 1992)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

3-methylbutanoic acid 2-propenyl ester

Allyl isovalerate Use and Manufacturing

Methods of Manufacturing

It is formed by esterification of isovaleric acid and allyl alcohol in the presence of concentrated sulfuric acid.

Uses

spices.

Production

(1977) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS

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

Food additives -> Flavoring Agents|Fatty Acyls [FA] -> Fatty esters [FA07] -> Wax monoesters [FA0701]

Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;

Computed Properties

Molecular Weight:142.20
XLogP3:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:142.099379685
Monoisotopic Mass:142.099379685
Topological Polar Surface Area:26.3
Heavy Atom Count:10
Complexity:116
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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