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Usage

Uses

1. Used in Pharmaceutical Industry:
Methyl 8-[(2R,3S)-3-octyloxiran-2-yl]octanoate is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
2. Used in Chemical Synthesis:
As an intermediate, methyl 8-[(2R,3S)-3-octyloxiran-2-yl]octanoate is used in the chemical synthesis of various organic compounds. Its versatility in chemical reactions makes it a valuable building block for creating a wide range of products.
3. Used in Biobased Polyurethane Synthesis:
Methyl 8-[(2R,3S)-3-octyloxiran-2-yl]octanoate is used as a key component in the synthesis of biobased polyurethane from renewable resources such as oleic and ricinoleic acids. This application contributes to the development of sustainable materials and reduces the dependency on non-renewable resources.
4. Used in Inhibitors:
Methyl 8-[(2R,3S)-3-octyloxiran-2-yl]octanoate can be used as an inhibitor of specific enzymes, such as soybean lipoxygenase. This application is particularly relevant in the field of agriculture and food preservation, where enzyme inhibition can help maintain the quality and shelf life of products.

Upstream product

• 67-56-1 methanol 
• 2443-39-2 trans-9,10-epoxystearic acid 
• 2462-84-2 methyl (9E)-octadec-9-enoate 
• 124-38-9 carbon dioxide 
• 2500-59-6 (Z)-9,10-epoxyoctadecanoic acid methyl ester 
• 112-62-9 Methyl oleate 
• 112-62-9 octadec-9-enoic acid methyl ester 
• 112-79-8 Elaidic Acid 
• 112-80-1 cis-Octadecenoic acid 
• 107-75-5 7-hydroxy-3,7-dimethyl-octanal 
• 100-52-7 benzaldehyde 
• 112-31-2 caprinaldehyde 
• 66-25-1 hexanal 
• 186581-53-3 diazomethane 

Downstream Products

• 2443-39-2 trans-9,10-epoxystearic acid 
• 2462-84-2 methyl (9E)-octadec-9-enoate 
• 79092-16-3 (9S,10R)-10-Hydroxy-9-phenylselanyl-octadecanoic acid methyl ester 
• 79092-30-1 (9R,10S)-9-Hydroxy-10-phenylselanyl-octadecanoic acid methyl ester 
• 2447-53-2 9-hydroxy-octadecanoic acid methyl ester 
• 112-61-8 Methyl stearate 
• 2380-01-0 methyl 10-hydroxystearate 
• 1842-70-2 methyl 9-oxooctadecanoate 
• 120-87-6 erythro-9,10-dihydroxystearic acid 
• 24560-98-3 cis-9,10-epoxystearic acid 
• 112-62-9 Methyl oleate 
• 79092-15-2 (9R,10R)-10-Hydroxy-9-methylselanyl-octadecanoic acid methyl ester 
• 79092-29-8 (9R,10R)-9-Hydroxy-10-methylselanyl-octadecanoic acid methyl ester 
• 6064-71-7 Methyl-threo-9-Chlor-10-hydroxyoctadecanoat 

Relevant academic research and scientific papers

Proton Nuclear Magnetic Resonance-Based Method for the Quantification of Epoxidized Methyl Oleate

Epoxidized methyl esters (EMO) with their high oxirane ring reactivity, acts as a raw material in the synthesis of various industrial chemicals including polymers, stabilizers, plasticizers, glycols, polyols, carbonyl compounds, biolubricants etc. EMO has been generally quantified by the gas chromatography (GC) and high-performance liquid chromatography (HPLC) techniques. Taking into the account of the limitations of these techniques, two qHNMR-based equations have been proposed for the quantification of EMO in the mixture of EMO and methylesters (MO). The validity of the proposed method was determined using standard mixtures of MO and EMO having different molar concentrations. The developed equations have been applied on the samples of EMO prepared from oleic acid in two-step process viz., esterification followed by epoxidation. The qHNMR-based EMO quantification showed acceptable agreement with the results obtained from HPLC analysis.

Optimisation of epoxide ring-opening reaction for the synthesis of bio-polyol from palm oil derivative using response surface methodology

The development of bio-polyol from vegetable oil and its derivatives is gaining much interest from polyurethane industries and academia. In view of this, the availability of methyl oleate derived from palm oil, which is aimed at biodiesel production, provides an excellent feedstock to produce bio-polyol for polyurethane applications. In this recent study, response surface methodology (RSM) with a combination of central composite rotatable design (CCRD) was used to optimise the reaction parameters in order to obtain a maximised hydroxyl value (OHV). Three reaction parameters were selected, namely the mole ratio of epoxidised methyl oleate (EMO) to glycerol (1:5–1:10), the amount of catalyst loading (0.15–0.55%) and reaction temperature (90–150?C) on a response variable as the hydroxyl value (OHV). The analysis of variance (ANOVA) indicated that the quadratic model was significant at 98% confidence level with (p-value > 0.0001) with an insignificant lack of fit and the regression coefficient (R2) was 0.9897. The optimum reaction conditions established by the predicted model were: 1:10 mole ratio of EMO to glycerol, 0.18% of catalyst and 120?C reaction temperature, giving a hydroxyl value (OHV) of 306.190 mg KOH/g for the experimental value and 301.248 mg KOH/g for the predicted value. This result proves that the RSM model is capable of forecasting the relevant response. FTIR analysis was employed to monitor the changes of functional group for each synthesis and the confirmation of this finding was analysed by NMR analysis. The viscosity and average molecular weight (MW) were 513.48 mPa and 491 Da, respectively.

Oxidations by the system 'hydrogen peroxide-[Mn2L 2O3]2 + (L = 1,4,7-trimethyl-1,4,7- triazacyclononane)-carboxylic acid': Part 13. Epoxidation of methyl oleate in acetonitrile solution [1]

Methyl oleate can be efficiently (yield and selectivity attain 100%, turnover number is up to 2000) epoxidized with hydrogen peroxide in acetonitrile solution at 25°C using the combination "[Mn2L 2O3](PF6)2 (L = 1,4,7-trimethyl-1,4, 7-triazacyclononane)/oxalic acid" as a catalyst. Kinetic features of the reaction were studied and the conclusion has been made that high-valent oxo-manganese rather than hydroxyl radicals is a crucial oxidizing species in this process.

Manganese Complexes of 1,2-Naphthoquinone Mono-oximes (2-Nitrosophenols) as Catalysts for Alkene Epoxidation

Epoxides are inthe major products of the catalytic oxidation of alkenes (cyclohexene, styrene, oct-1-ene, and methyl oleate) with dioxygen using the complexes Mn(1-nqo)n and Mn(2-nqo)n as catalysts (n=2 or 3, 1- and 2-nqoH = 1,2-naphthoquinone 1- and 2-oxime).

One-pot conversion of Epoxidized Soybean Oil (ESO) into soy-based polyurethanes by MoCl2O2 catalysis

An innovative and eco-friendly one-pot synthesis of bio-based polyurethanes is proposed via the epoxy-ring opening of epoxidized soybean oil (ESO) with methanol, followed by the reaction of methoxy bio-polyols intermediates with 2,6-tolyl-diisocyanate (TDI). Both synthetic steps, methanolysis and polyurethane linkage formation, are promoted by a unique catalyst, molybdenum(VI) dichloride dioxide (MoCl2O2), which makes this procedure an efficient, cost-effective, and environmentally safer method amenable to industrial scale-up.

Organocatalytic synthesis of new telechelic polycarbonates and study of their chemical reactivity

Abstract A two-step versatile process for telechelic polycarbonates synthesis is described. 1-n-butyl-3-methylimidazolium-2-carboxylate (BMIM-2-CO2) was used as thermolabile precursor of N-heterocyclic carbene (NHC) organocatalyst. In a first step, synthesized branched fatty diols or commercially available linear diols were reacted with an excess of dimethylcarbonate (DMC) to afford oligocarbonates with methylcarbonate end-groups. Then, the methylcarbonate groups were reacted with hydroxyl groups of 9-decen-1-ol, 4-hexyn-1-ol and 4-hydroxybenzene ethanol leading to telechelic oligomers with alkene, alkyne and phenol functionalities. Reactivity of these end-groups towards polymerization was successfully evidenced. This procedure could be used for preparing a range of new telechelic oligocarbonates.

Tungsten Peroxopolyoxo Complexes as Advanced Catalysts for the Oxidation of Organic Compounds with Hydrogen Peroxide

Selective oxidation of organic substrates by environment-friendly oxidizing agents is an important ingredient of the sustainable chemical industry. Here we report a comprehensive study in the field of metal peoroxocomplex catalysis for the selective liqui

New findings on soybean and methylester epoxidation with alumina as the catalyst

The activity of a commercial alumina, after a preliminary characterization, was investigated in epoxidation with soybean oil with aqueous hydrogen peroxide. Results show that the γ-alumina was an efficient catalyst. The role of the solvent in the epoxidation reaction in the presence of alumina was investigated. A "no-innocent" solvent role was demonstrated. Moreover, the optimization of the methyl oleate epoxidation reaction with alumina was eventually valuated, varying the type of the solvent and concentration of hydrogen peroxide in order to obtain a product with commercial features.

INTRAMOLECULAR EPOXIDATION WITH THE H2O2/ORTHO ESTER SYSTEM

Intramolecular epoxidation is shown to occur when trimethyl ortho oleate is treated with H2O2.

Influence of preparation methods and structure of niobium oxide-based catalysts in the epoxidation reaction

The catalytic activity of niobium oxide-based materials, containing the same amount of Nb2O5 (～15 wt%) and prepared by different methods, with that of pure Nb2O5 in the epoxidation of methyl oleate with hydrogen peroxide was compared. The catalytic performances of the catalyst prepared by impregnation do not differ substantially from the ones of Nb2O5. The performances of Nb-supported catalysts prepared by sol-gel can be modulated by controlling the process parameters. The high dispersion of the active NbOx species obtained by this preparation method gives very higher selectivity than in the case of pure Nb2O5. Morphologic and structural characterization of the catalysts helped justifying the obtained catalytic results in terms of activity and selectivity.