2308-18-1

Usage

Uses

Used in Food and Beverage Industry:
ACETOACETIC ACID ISOAMYL ESTER is used as a flavoring agent for imparting a green-apple flavor and light green leaf-fruity aroma to various food and beverage products. It is particularly used in currant and berry flavors for applications in beverages, candy, and ice cream at concentrations ranging from 5–15 ppm.
This synthetic flavoring agent is valued for its ability to enhance the taste and aroma of food products, providing a refreshing and fruity note that appeals to consumers. Its stability and compatibility with other ingredients make it a versatile option for use in a wide range of food and beverage applications.

Preparation

By transesterification of ethyl acetylacetate with isoamyl alcohol in the presence of sodium.

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 123-51-3 i-Amyl alcohol 
• 123-92-2 3-methyl-1-butyl acetate 
• 141-97-9 ethyl acetoacetate 
• 19533-24-5 sodium isopentoxide 
• 2343-88-6 Acetoacetylfluorid 
• 2911-21-9 2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine 
• 10128-60-6 3,6-dimethyl-2H-1,3-oxazine-2,4(3H)-dione 
• 10128-99-1 3-benzyl-6-methyl-[1,3]oxazine-2,4-dione 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 114915-09-2 4-(2-Difluoromethoxy-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 3-methyl-butyl ester 
• 114915-08-1 4-(2-Difluoromethoxy-phenyl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid 3-methyl-butyl ester 
• 147597-27-1 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid mono-(3-methyl-butyl) ester 
• 147597-20-4 2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-(3-methyl-butyl) ester 
• 491851-32-2 Isoamyl-alpha-acetyl-3-methoxy-4-hydroxy-5-isopropyl-cinnamate 
• 110525-42-3 4-(2-Difluoromethylsulfanyl-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid bis-(3-methyl-butyl) ester 
• 520-45-6 Dehydracetic acid 

Relevant academic research and scientific papers

BF3OEt2: An efficient catalyst for transesterification of β-ketoesters

A facile and selective transesterification of β-ketoesters using BF3OEt2 as catalyst is described. The emphasis has been placed on the reaction of methyl acetoacetate with a series of alcohols of different structures, leading in all cases to good to excellent yields.

Boric acid: an efficient and environmentally benign catalyst for transesterification of ethyl acetoacetate

An efficient and environmentally benign boric acid catalyzed protocol for the transesterification of ethyl acetoacetate with a variety of primary and secondary alcohols in good to excellent yields is described. The versatility of this transformation is demonstrated with problematic substrates such as propargyl alcohol and allyl alcohol, which are known to undergo Carroll rearrangement during transesterification.

Oxygen Nucleophile Induced Ring Cleavage of 6-Methyl-1,3-oxazine-2,4(3H)-dione -- A Case of Nucleophilic Attack at C-4

Alcohols in the presence of triethylamine react with 6-methyl-1,3-oxazine-2,4(3H)-dione (2), preferentially at C-4 instead of C-2 to afford the corresponding alkyl acetoacetates (4), and alkyl carbamates (5).