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

Description

Methyl 2-octylacetoacetate is a chemical compound with the molecular formula C13H24O3. It is a methyl ester derivative of acetoacetic acid, characterized by its colorless liquid form and fruity odor. Known for its low toxicity and high stability, this versatile ingredient finds applications across various industries.

Uses

Used in Food and Beverage Industry:
Methyl 2-octylacetoacetate is used as a flavoring agent for enhancing the taste and aroma of food and beverage products, providing a fruity note to the final product.
Used in Fragrance Industry:
In the fragrance industry, Methyl 2-octylacetoacetate is used as a key component in creating various scents, capitalizing on its fruity odor to contribute to the overall fragrance profile.
Used in Organic Synthesis:
Methyl 2-octylacetoacetate serves as a starting material for the synthesis of various organic compounds, facilitating the production of a wide range of chemical products.
Used in Chemical Production:
Its versatile properties make Methyl 2-octylacetoacetate a valuable ingredient in the chemical production industry, where it can be utilized in the creation of different chemical formulations and products.

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.