2308-18-1

Basic information

• Product Name: ACETOACETIC ACID ISOAMYL ESTER
• Synonyms: ACETOACETIC ACID ISOAMYL ESTER;ISOAMYL ACETOACETATE;ISOPENTYL ACETOACETATE;3-oxo-butanoicaci3-methylbutylester;Butanoic acid, 3-oxo-, 3-methylbutyl ester;Isopentyl 3-oxobutanoate;3-Oxobutanoic acid 3-methylbutyl ester;Acetoacetic acid 3-methylbutyl ester
• CAS NO: 2308-18-1
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22
• EINECS: 218-991-5
• Mol File: 2308-18-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 218°C
• Flash Point: 101°C
• Appearance: Colorless liquid with fruitee
• Density: 0,97 g/cm3
• Refractive Index: n20/D 1.429(lit.)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• PKA: 10.67±0.46(Predicted)
• CAS DataBase Reference: ACETOACETIC ACID ISOAMYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: ACETOACETIC ACID ISOAMYL ESTER(2308-18-1)
• EPA Substance Registry System: ACETOACETIC ACID ISOAMYL ESTER(2308-18-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 2308-18-1(Hazardous Substances Data)

Usage

Description

Isoamyl acetoacetate has an ethereal, sweet, winey odor and a green-apple flavor. May be prepared by transesterification of ethyl acetylacetate with isoamyl alcohol in the presence of sodium.

Chemical Properties

Isoamyl acetoacetate has an ethereal, sweet, winy odor; green-apple flavor.

Uses

ACETOACETIC ACID ISOAMYL ESTER is a synthetic flavoring agent that is a stable, colorless liquid of light green leaf-fruity odor. It should be stored in glass or tin containers. It is used in currant and berry flavors for applications in beverages, candy, and ice cream at 5–15 ppm.

Preparation

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

Upstream product

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

Downstream Products

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

Relevant articles and documents

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.

Oxygen-nucleophile-induced Ring-cleavage Reactions of 6-Methyl-1,3-oxazine-2,4(3H)-diones

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