2835-39-4

Basic information

• Product Name: ALLYL ISOVALERATE
• Synonyms: ALLYL ISOPENTANOATE;ALLYL ISOVALERATE;ALLYL ISOVALERIANATE;ALLYL-3-METHYL BUTYRATE;2-PROPENYL ISOPENTANOATE;FEMA 2045;2-Propenyl 3-methylbutanoate;2-Propenyl isovalerate
• CAS NO: 2835-39-4
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• EINECS: 220-609-7
• Product Categories: A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 2835-39-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 155 °C(lit.)
• Flash Point: 139 °F
• Appearance: /
• Density: 0.88 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.95mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• CAS DataBase Reference: ALLYL ISOVALERATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL ISOVALERATE(2835-39-4)
• EPA Substance Registry System: ALLYL ISOVALERATE(2835-39-4)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 3
• RTECS: NY1412000
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 2835-39-4(Hazardous Substances Data)

Usage

Description

ALLYL ISOVALERATE is a synthetic flavoring agent, an organic compound with a clear colorless to pale yellow liquid appearance and a fruity odor. It has a sweet fruity taste with nuances of apple, banana, pineapple, and bubble gum-like flavors. It is characterized by its overripe fruit odor and an apple taste, making it a versatile ingredient in the flavor industry.

Uses

Used in Flavor Industry:
ALLYL ISOVALERATE is used as a flavoring agent or adjuvant for its fruit-like aroma, particularly resembling apple and cherry scents. It is commonly utilized in creating fruit flavors for various applications.
Used in Beverages:
ALLYL ISOVALERATE is used as a flavoring agent in the beverage industry to impart a sweet fruity taste with apple, banana, pineapple, and bubble gum-like nuances. It is added at concentrations of 8–50 ppm to enhance the overall flavor profile of drinks.
Used in Baked Goods:
In the baked goods industry, ALLYL ISOVALERATE is used as a flavoring agent to provide a fruity and apple-like taste to products such as cakes, cookies, and pastries. Its addition at 8–50 ppm helps create a more appealing and complex flavor.
Used in Ice Cream:
ALLYL ISOVALERATE is used as a flavoring agent in the ice cream industry to give a sweet fruity taste with apple, banana, pineapple, and bubble gum-like notes. It is added at 8–50 ppm to create a more enjoyable and distinct flavor experience in various ice cream flavors.
Used in Candy:
In the candy industry, ALLYL ISOVALERATE is used as a flavoring agent to impart a fruity and apple-like taste to candies and confections. It is used at concentrations of 8–50 ppm to enhance the overall flavor and create a more satisfying taste sensation.

Preparation

By direct esterification in the presence of benzene.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

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.

Hazard

Toxic, irritant, questionable carcinogen

Fire Hazard

ALLYL ISOVALERATE is combustible.

InChI:InChI=1/C8H14O2/c1-4-5-10-8(9)6-7(2)3/h4,7H,1,5-6H2,2-3H3

Upstream product

• 503-74-2 3-methylbutyric acid 
• 107-18-6 allyl alcohol 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 56620-95-2 3-methyl-2-allylcyclohexanone 
• 1575-71-9 2-isopropylpent-4-enoic acid 

Relevant articles and documents

Allyl isovalerate synthesis method

The invention discloses an allyl isovalerate synthesis method, which comprises: (1) mixing isovaleric acid, sodium hydroxide and water, carrying out a stirring reaction at a temperature of 70-80 DEG Cfor 2-4 h, carrying out normal pressure distillation to remove 50-55% of water, adding toluene, distilling, and completely removing the water from the system to obtain a toluene suspension of sodiumisovalerate; (2) adding allyl chloride and a phase transfer catalyst into the toluene suspension obtained in the step (1), carrying out a reflux reaction for 6-8 h, and washing the reaction solution with water 1-3 times to obtain crude allyl isovalerate; and (3) distilling the crude allyl isovalerate to recover allyl chloride and toluene, and carrying out pressure reducing distillation to obtain the finished allyl isovalerate. According to the invention, allyl isovalerate is synthesized by using isovaleric acid, sodium hydroxide and allyl chloride as main raw materials without strong acids, such that the equipment is not corroded, the generated wastewater is small in amount and easy to treat, and the highly toxic chemical product allyl alcohol is replaced with allyl chloride so as to reduce the harm to human bodies and the environment and achieve safe and environmentally friendly production.

Mild, rapid, and inexpensive microwave-assisted synthesis of allylic and propargylic esters

A variety of allylic and propargylic esters were rapidly prepared via microwave heating of their corresponding mixed anhydride derived from pivaloyl chloride. The reaction conditions were modified to account for the sterics of the alcohol and the electronics of the carboxylic acid. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.