14531-34-1

Basic information

• Product Name: methyl 3-oxooctadecanoate
• Synonyms: methyl 3-oxooctadecanoate;Metyl palmitoyl acetate;3-Ketostearic acid methyl ester;3-Oxooctadecanoic acid methyl ester;Einecs 238-555-8;Octadecanoic acid, 3-oxo-, methyl ester
• CAS NO: 14531-34-1
• Molecular Formula: C₁₉H₃₆O₃
• Molecular Weight: 312.48734
• EINECS: 238-555-8
• Mol File: 14531-34-1.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 344.7°Cat760mmHg
• Flash Point: 141.5°C
• Appearance: /
• Density: 0.911g/cm³
• Vapor Pressure: 6.48E-05mmHg at 25°C
• Refractive Index: 1.448
• CAS DataBase Reference: methyl 3-oxooctadecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-oxooctadecanoate(14531-34-1)
• EPA Substance Registry System: methyl 3-oxooctadecanoate(14531-34-1)

Safety Data

• Hazardous Substances Data: 14531-34-1(Hazardous Substances Data)

Usage

General Description

Methyl 3-oxooctadecanoate is a chemical compound with the molecular formula C19H36O3. It is an ester of acetoacetic acid and is commonly used in the production of fragrances and flavors. methyl 3-oxooctadecanoate is a colorless liquid with a fruity odor and is often used as a flavoring agent in food products, as well as in the production of perfumes and cosmetics. Methyl 3-oxooctadecanoate is also known for its potential biological activity and has been studied for its antimicrobial and antioxidant properties. Additionally, it is used in the synthesis of various organic compounds due to its reactivity as a carbonyl compound.

InChI:InChI=1/C19H36O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(20)17-19(21)22-2/h3-17H2,1-2H3

Upstream product

• 95806-04-5 2-acetyl-3-oxo-octadecanoic acid ethyl ester 
• 124-41-4 sodium methylate 
• 19218-94-1 1-iodotetradecane 
• 105-45-3 acetoacetic acid methyl ester 
• 2033-24-1 cycl-isopropylidene malonate 
• 112-67-4 n-hexadecanoyl chloride 
• 67-56-1 methanol 
• 1224514-12-8 C₂₁H₃₈O₃ 
• 38330-80-2 monomethyl monopotassium malonate 
• 57-10-3 1-hexadecylcarboxylic acid 
• 103590-58-5 5-Hexadecanoyl-2,2-dimethyl-[1,3]dioxane-4,6-dione 

Downstream Products

• 13031-64-6 (2S,3R)-2-acetylaminooctadecan-1,3-diol 
• 35301-24-7 C2-dihydroceramide 
• 1584233-97-5 N-acetyl-5-benzylidene-3-hexadecanoyltetramic acid 
• 1363461-56-6 (R)-3-(benzyloxy)octadecanoic acid 
• 1363461-93-1 methyl (R)-3-benzyloxyoctadecanoate 
• 13552-09-5 2-aminooctadecan-1,3-diol 
• 2420-36-2 (R)-β-hydroxyoctadecanoic acid methyl ester 
• 56586-44-8 (2S:3R)-2-benzamino-octadecanediol-(1.3) 
• 6036-76-6 (2R,3S)-2-aminooctadecane-1,3-diol 
• 764-22-7 (2S,3R)-2-amino-1,3-octadecanediol 
• 6036-86-8 (-)-L-threo-sphinganine 
• 14531-43-2 (R)-3-hydroxyoctadecanoic acid 
• 446-21-9 (2R,3R)-3-hydroxy-2-tetradecyloctadecanoic acid 
• 158275-83-3 methyl 2-benzoylamino-3-oxooctadecanoate 

Relevant articles and documents

Facile synthesis of β-keto esters from methyl acetoacetate and acid chloride: The barium oxide/methanol system

The synthesis of β-keto esters has been performed in good yield by reacting excess methyl acetoacetate with barium oxide, acylating the resulting barium complex with acid chloride, and then cleaving the α-acyl β-keto ester with methanol at a mild temperature. Using this new procedure, various β-keto esters were prepared. Thus, methyl 4-phenyl-3-oxobutanoate, methyl 3-phenyl-3-oxopropionate, methyl 4-cyclohexyl-3-oxobutanoate, and methyl 3-oxooctadecanoate were prepared from methyl acetoacetate and the corresponding acid chloride in 69%, 84%, 67%, and 74% yields, respectively.

Asymmetric Reduction of 3-Oxo-octadecanoic Acid with Fermenting Baker's Yeast. An Easy Synthesis of Optically Pure (+)-(2R,3R)-Corynomycolic Acid

Optically pure (+)-corynomycolic acid has been synthesized from methyl acetoacetate by a route including asymmetric reduction of 3-oxo-octadecanoic acid with baker's yeast as a key step.

Preparation of the even-numbered 3-oxo fatty acid nicotinyl esters from C6:0 to C18:0

Here, we report a systematic comparison of different methods for the transesterification of 3-oxo fatty acid alkyl esters to the corresponding nicotinyl esters. A simple method producing the target esters in high yields and purity has been developed. Nicotinyl esters are of interest for mass spectrometry analysis of fatty acids. Also, the hydrophilic head group of nicotinyl esters can be used as the basis for the preparation of liposome-building molecules.

Hydroxy fatty acids for the delivery of dideoxynucleosides as anti-HIV agents

A series of α- and β-carboxylated phospholipid prodrugs of dideoxy nucleosides have been synthesized and evaluated against HIV. An increase in biological effect with a factor of 500 has only been observed for the adenine nucleoside, which suggests that this prodrug approach is base specific.