97228-60-9

Basic information

• Product Name: Methyl 2-octylacetoacetate
• Synonyms: METHYL 2-OCTYLACETOACETATE;2-Acetyldecanoic acid methyl ester;2-Acetylcapric acid methyl ester;2-Octyl-3-oxobutyric acid methyl ester;2-Octylacetoacetic acid methyl ester
• CAS NO: 97228-60-9
• Molecular Formula: C13H24O3
• Molecular Weight: 228.33
• Mol File: 97228-60-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 267 °C
• Flash Point: 108 °C
• Appearance: /
• Density: 0.935
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: Methyl 2-octylacetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-octylacetoacetate(97228-60-9)
• EPA Substance Registry System: Methyl 2-octylacetoacetate(97228-60-9)

Safety Data

• Hazardous Substances Data: 97228-60-9(Hazardous Substances Data)

Usage

General Description

Methyl 2-octylacetoacetate is a chemical compound with the molecular formula C13H24O3. It is a methyl ester derivative of acetoacetic acid and is commonly used as a flavoring agent in the food and beverage industry. It is also used in the production of fragrances and as a starting material for the synthesis of various organic compounds. Methyl 2-octylacetoacetate is a colorless liquid with a fruity odor, and it is known for its low toxicity and high stability. Its versatile properties make it a valuable ingredient in many different industries.

InChI:InChI=1/C13H24O3/c1-4-5-6-7-8-9-10-12(11(2)14)13(15)16-3/h12H,4-10H2,1-3H3

Upstream product

• 105-45-3 acetoacetic acid methyl ester 
• 111-66-0 oct-1-ene 
• 111-83-1 1-bromo-octane 
• 34284-28-1 methyl acetoacetate, monosodium salt 

Downstream Products

• 143006-82-0 3-methoxy-5-methyl-4-octylisoxazole 
• 143006-79-5 5-methyl-4-octyl-3-isoxazol 
• 143006-80-8 3-methyl-4-octylisoxazolin-5-one 

Relevant articles and documents

Synthesis of small combinatorial libraries of natural products: Identification and quantification of new long-chain 3-methyl-2-alkanones from the root essential oil of Inula helenium L. (Asteraceae)

Introduction Recently, a potent anti-staphylococcal activity of Inula helenium L. (Asteraceae) root essential oil was reported. Also, bioassay guided fractionation of the oil pointed to eudesmane sesquiterpene lactones and a series of unidentified constituents as the main carriers of the observed activity. Objective To identify nine new constituents (long-chain 3-methyl-2-alkanones) from a fraction of this root essential oil with a low minimum inhibitory concentration value (0.8 μg/mL) by employing a synthetic methodology that leads to the formation of a small combinatorial library of these compounds. Methods The identity of these constituents was inferred from mass spectral fragmentation patterns and GC retention data. A library of 3-methyl-2-alkanones (C11-C19 homologous series) was synthesised in three steps starting from methyl acetoacetate and the corresponding alkyl halides. The synthetic library was also screened for in vitro anti-microbial activity. Results Gas chromatographic analyses of I. helenium essential oil samples with spiked compounds from the synthesised library corroborated the tentative identifications of the long-chain 3-methyl-2-alkanones. The availability of these anti-microbial compounds from this library made it possible to construct GC/FID calibration curves and determine their content in the plant material: 0.08 - 24.2 mg/100 g of dry roots. Conclusion The small combinatorial library approach enabled the first unequivocal identification of long-chain 3-methyl-2-alkanones as plant secondary metabolites, and, also, allowed determination of not only a single compound and biological properties, but those of a group of structurally related compounds. Copyright

COBALT(II) ACETATE PROMOTED ADDITION OF ACETOACETATE TO TERMINAL OLEFINS: A HIGHLY STEREOSELECTIVE SYNTHESIS OF 5-ALKYL-2-HYDROXY-2-METHYL-3-METHOXYCARBONYL TETRAHYDROFURANS

Methylacetoacetate and terminal olefins react in presence of Cobalt(II) acetate and Oxygen to give the title compound(2) in a highly stereoselective manner and the structure of this compound is elucidated by 1H NMR simulation studies.