62625-23-4

Basic information

• Product Name: ethyl 3-oxooctadecanoate
• Synonyms: ethyl 3-oxooctadecanoate;3-Oxooctadecanoic acid ethyl ester
• CAS NO: 62625-23-4
• Molecular Formula: C₂₀H₃₈O₃
• Molecular Weight: 326.51392
• EINECS: 263-652-7
• Mol File: 62625-23-4.mol

Chemical Properties

• Boiling Point: 356.1°Cat760mmHg
• Flash Point: 146.1°C
• Appearance: /
• Density: 0.908g/cm³
• Vapor Pressure: 2.99E-05mmHg at 25°C
• Refractive Index: 1.449
• CAS DataBase Reference: ethyl 3-oxooctadecanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-oxooctadecanoate(62625-23-4)
• EPA Substance Registry System: ethyl 3-oxooctadecanoate(62625-23-4)

Safety Data

• Hazardous Substances Data: 62625-23-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H38O3/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-19(21)18-20(22)23-4-2/h3-18H2,1-2H3

Upstream product

• 95806-04-5 2-acetyl-3-oxo-octadecanoic acid ethyl ester 
• 7732-18-5 water 
• 112-67-4 n-hexadecanoyl chloride 
• 141-97-9 ethyl acetoacetate 
• 1195-42-2 N-cyclohexylisopropylamine 
• 623-73-4 diazoacetic acid ethyl ester 
• 629-80-1 n-hexadecylaldehyde 
• 36653-82-4 1-Hexadecanol 
• 6148-64-7 ethyl potassium malonate 
• 57-10-3 1-hexadecylcarboxylic acid 
• 153277-42-0 N-methoxy-N-methylhexadecanamide 
• 65144-03-8 ethyl 3-hydroxyoctadecanoate 

Downstream Products

• 17773-30-7 3-hydroxyoctadecanoic acid 
• 65144-03-8 ethyl 3-hydroxyoctadecanoate 
• 79250-93-4 1-Amino-4-nonadecanone hydrochloride 

Relevant articles and documents

3-Acetoxy-fatty acid isoprenyl esters from androconia of the ithomiine butterfly Ithomia salapia

Male ithomiine butterflies (Nymphalidae: Danainae) have hairpencils on the forewings (i.e., androconia) that disseminate semiochemicals during courtship. While most ithomiines are known to contain derivatives of pyrrolizidine alkaloids, dihydropyrrolizines, or ?-lactones in these androconia, here we report on a new class of fatty acid esters identified in two subspecies, Ithomia salapia aquinia and I. s. derasa. The major components were identified as isoprenyl (3-methyl-3-butenyl) (Z)-3-acetoxy-11-octadecenoate, isoprenyl (Z)-3-acetoxy-13-octadecenoate (12) and isoprenyl 3-acetoxyoctadecanoate (11) by GC/MS and GC/IR analyses, microderivatizations, and synthesis of representative compounds. The absolute configuration of 12 was determined to be R. The two subspecies differed not only in the composition of the ester bouquet, but also in the composition of more volatile androconial constituents. While some individuals of I. s. aquinia contained ithomiolide A (3), a pyrrolizidine alkaloid derived ?-lactone, I. s. derasa carried the sesquiterpene a-elemol (8) in the androconia. These differences might be important for the reproductive isolation of the two subspecies, in line with previously reported low gene exchange between the two species in regions where they co-occur. Furthermore, the occurrence of positional isomers of unsaturated fatty acid derivatives indicates activity of two different desaturases within these butterflies, ?9 and ?11, which has not been reported before in male Lepidoptera.

Synthesis of Long-Chain β-Lactones and Their Antibacterial Activities against Pathogenic Mycobacteria

In the quest for new antibacterial agents, a series of novel long- and medium-chain mono- and disubstituted β-lactones was developed. Their activity against three pathogenic mycobacteria—M. abscessus, M. marinum, and M. tuberculosis—was assessed by the resazurin microtiter assay (REMA). Among the 16 β-lactones synthesized, only 3-hexadecyloxetan-2-one (VM005) exhibited promising activity against M. abscessus, whereas most of the β-lactones showed interesting activities against M. marinum, similar to that of the classical antibiotic, isoniazid. Regarding M. tuberculosis, six compounds were found to be active against this mycobacterium, with β-lactone VM008 [trans-(Z)-3-(hexadec-7-en-1-yl)-4-propyloxetan-2-one] being the best growth inhibitor. The promising antibacterial activities of the best compounds in this series suggest that these molecules may serve as leads for the development of much more efficient antimycobacterial agents.

Identification of long chain alkylidenemalonates as novel small molecule modulators of histone acetyltransferases

Pentadecylidenemalonate 1b, a simplified analogue of anacardic acid, was identified as the first mixed activator/inhibitor of histone acetyltransferases (HATs). It potentiates PCAF HAT activity while inhibiting those of p300/CBP and recombinant CBP. The remarkable apoptotic effect together with the ability to selectively acetylate histone versus non-histone substrates appoint 1b as a lead for the development of anticancer drugs.

Shaken not stirred; Oxidation of alcohols with sodium dichromate

Efficient and selective oxidation of primary alcohols to the corresponding aldehydes with sodium dichromate at room temperature under solvent-free conditions by shaking is described. This new procedure can also successfully oxidise secondary alcohols.

An efficient selective oxidation of alcohols with potassium permanganate adsorbed on aluminum silicate under solvent-free conditions and shaking

A new procedure for the selective oxidation of alcohols to the corresponding aldehydes and ketones with potassium permanganate supported on aluminum silicate at room temperature under solvent-free conditions and shaking is reported. Springer-Verlag 2006.

Process for producing 3-oxocarboxylic acid esters

A novel process for producing 3-oxocarboxylic acid esters, which are useful as intermediates in the synthesis of ceramides to be used as a humectant, biodegradable polymers, drugs, etc., at a high purity and a high yield without requiring any troublesome procedure, is disclosed. The process comprises reacting an acetoacetic ester with a calcium compound, a barium compound or a strontium compound in the presence of an organic solvent at a temperature of 10 to 120° C., further reacting the obtained product with a carboxylic acid chloride to thereby acylate it, and then adding thereto an alcohol in an amount 1 to 5 times by mol as much as the calcium compound, barium compound or strontium compound to thereby deacetylate the same.

Method for preparation of sphingoid bases

The present invention provides a series of non-toxic compounds which function to inhibit the activity of S-1-P aldolase in respect to its cleavage of S-1-P. These inhibitors are described by the compounds of formula I STR1 wherein R is a radical containing 1 to 15 carbon atoms, a halogen, or hydrocarbon, R' is an organic radical or hydrogen, and R" is --NH3+ or --NH--NH +, with the proviso that, when R is CH3 (CH)12 (CH=CH) and R' is hydrogen, R" is --NH--NH3+. A method for preparing such compounds, which may generally be described as 1-phosphate derivatives of compounds which include a 2-amino-1,3-alcohol radical is also disclosed.

Isothiazolyl substituted glycerol derivatives containing phosphate groups

Glycerol derivatives having at least one heterocyclic group on the 1 or 2 position are PAF antagonists which may be used to treat asthma, inflammation and shock.