67342-99-8

Basic information

• Product Name: ethyl 3-oxododecanoate
• Synonyms: ethyl 3-oxododecanoate;3-Oxododecanoic acid ethyl ester;Ethyl decanoylacetate
• CAS NO: 67342-99-8
• Molecular Formula: C₁₄H₂₆O₃
• Molecular Weight: 242.35444
• EINECS: 266-656-7
• Mol File: 67342-99-8.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 284.4°Cat760mmHg
• Flash Point: 116°C
• Appearance: /
• Density: 0.931g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.44
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: ethyl 3-oxododecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-oxododecanoate(67342-99-8)
• EPA Substance Registry System: ethyl 3-oxododecanoate(67342-99-8)

Safety Data

• Hazardous Substances Data: 67342-99-8(Hazardous Substances Data)

Usage

General Description

Ethyl 3-oxododecanoate is a chemical compound that is also known as ethyl 3-oxo-4-dodecanoate or ethyl 3-oxo laurate. It is a colorless liquid with a fruity odor, and it is widely used as a flavoring agent in the food industry. It is also utilized as a fragrance ingredient in perfumes and personal care products. Additionally, ethyl 3-oxododecanoate has potential applications in the production of pharmaceuticals and as an intermediate in organic synthesis. However, it is important to handle this chemical with care as it may be harmful if ingested, inhaled or comes into contact with the skin or eyes. It is also a flammable substance and therefore should be stored and handled with caution.

InChI:InChI=1/C14H26O3/c1-3-5-6-7-8-9-10-11-13(15)12-14(16)17-4-2/h3-12H2,1-2H3

Upstream product

• 13195-93-2 Ethyl decanoylacetoacetate 
• 112-12-9 methyl nonyl ketone 
• 541-41-3 chloroformic acid ethyl ester 
• 64-17-5 ethanol 
• 429675-23-0 5-(1-hydroxydecylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 141-97-9 ethyl acetoacetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 112-31-2 caprinaldehyde 
• 6148-64-7 ethyl potassium malonate 
• 112-13-0 n-decanoyl chloride 
• 105-58-8 Diethyl carbonate 
• 112-29-8 1-bromo dodecane 
• 111-83-1 1-bromo-octane 
• 182359-65-5 5-decanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 112-12-9 methyl nonyl ketone 
• 13283-92-6 β-ketodecanoic acid 
• 1883-13-2 3-hydroxydodecanoic acid 
• 68353-24-2 1-methyl-2-nonyl-4(1H)-quinolone 
• 168982-69-2 N-(3-oxododecanoyl)-L-homoserine lactone 
• 41387-26-2 2-[4-(2-Octyl-3-oxo-cyclohex-1-enyl)-phenyl]-propionic acid 

Relevant articles and documents

Synthesis and analysis of stable isotope-labelled: N -acyl homoserine lactones

Aliphatic aldehydes were deuterated at the α-position via a base-catalyzed exchange reaction with D2O. These deuterated building blocks were used for the synthesis of labelled analogues of quorum sensing signal molecules belonging to the three major classes of naturally occurring N-acylated homoserine lactones (AHLs), with the label on a non-enolizable and therefore stable position. Besides the application of these stable isotope-labelled AHLs as a labelled standard for analysis via isotope dilution mass spectrometry, these compounds can be used to study the metabolic fate of the fatty acid tail of the AHL-molecule. These isotope-labelled compounds were fully characterized and used to synthesize the deuterated analogues of two commonly occurring AHL-degradation products, a tetramic acid and a ring opened N-acyl homoserine.

Synthesis and antimicrobial activity of novel 4-Hydroxy-2-quinolone analogs

Alkyl quinolone has been proven to be a privileged scaffold in the antimicrobial drug discovery pipeline. In this study, a series of new 4-hydroxy-2-quinolinone analogs containing a long alkyl side chain at C-3 and a broad range of substituents on the C-6 and C-7 positions were synthesized. The antibacterial and antifungal activities of these analogs against Staphylococcus aureus, Escherichia coli, and Aspergillus flavus were investigated. The structure-activity relationship study revealed that the length of the alkyl chain, as well as the type of substituent, has a dramatic impact on the antimicrobial activities. Particularly, the brominated analogs 3j with a nonyl side chain exhibited exceptional antifungal activities against A. flavus (half maximal inhibitory concentration (IC50) = 1.05 μg/mL), which surpassed that of the amphotericin B used as a positive control. The antibacterial activity against S. aureus, although not as potent, showed a similar trend to the antifungal activity. The data suggest that the 4-hydroxy-2-quinolone is a promising framework for the further development of new antimicrobial agents, especially for antifungal treatment.

Succinct synthesis of saturated hydroxy fatty acids and: In vitro evaluation of all hydroxylauric acids on FFA1, FFA4 and GPR84

Saturated hydroxy fatty acids make up a class of underexplored lipids with potentially interesting biological activities. We report a succinct and general synthetic route to saturated hydroxy fatty acids hydroxylated at position 6 or higher, and exemplify this with the synthesis of hydroxylauric acids. All regioisomers of hydroxylauric acids were tested on free fatty acid receptors FFA1, FFA4 and GPR84. The results show that the introduction of a hydroxy group and its position have a high impact on receptor activity.