183-84-6

Usage

InChI:InChI=1/C12H20O4/c1-3-7-11(8-4-1)13-15-12(16-14-11)9-5-2-6-10-12/h1-10H2

Upstream product

• 185-70-6 1-oxaspiro(2.5)octane 
• 2407-94-5 1,1'-dihydroxycyclohexyl peroxide 
• 96-09-3 styrene oxide 
• 2815-45-4 6-tert-butyl-1-oxaspiro[2.5]octane 
• 882-59-7 1,1-diphenyloxirane 
• 23253-31-8 1-phenylcyclopentene ozonide 
• 108-94-1 cyclohexanone 
• 87943-83-7 1-Phenyl-9,10,11-trioxa-tricyclo[6.2.1.0^2,7]undeca-2,4,6-triene 
• 23888-15-5 3,5-diphenyl-1,2,4-trioxacyclopentane 
• 4233-18-5 bicyclohexylidene 
• 19096-89-0 methoxymethylenecyclohexane 
• 286-20-4 cyclohexane-1,2-epoxide 
• 10028-15-6 ozone 
• 67-56-1 methanol 

Downstream Products

• 502-44-3 hexahydro-2H-oxepin-2-one 
• 1191-25-9 6-Hydroxyhexanoic acid 
• 108-93-0 cyclohexanol 
• 1725-03-7 oxacyclododecan-2-one 
• 293-96-9 cyclodecane 
• 108-94-1 cyclohexanone 

Relevant academic research and scientific papers

New preparation of 1,2,4,5-tetraoxanes

A convenient procedure was developed for the synthesis of 1,2,4,5-tetraoxanes based on the reaction of gem-bishydroper-oxycycloalkanes with ketals and acetals catalyzed by boron trifluoride etherate, which makes it possible to prepare the target products

Modification of Sn-Beta zeolite: Characterization of acidic/basic properties and catalytic performance in Baeyer-Villiger oxidation

Sn-Beta was post-synthetically modified with various cations such as Li+, Na+, K+, Cs+, and NH4+. During the modification process, the ion-exchange of the cations with silanol groups occurred along with a reversible change between "closed" and "open" Sn sites through hydrolysis of the Si-O-Sn bonds. The IR study showed that Sn-Beta had weak Br?nsted acid sites, which were passivated by the ion-exchange, in addition to the Lewis acid sites and that surprisingly, basic sites were formed on the modified zeolites. The ion-exchange with a small amount of Li+, Na+ and NH4+ was effective for suppressing side-reactions, leading to an improvement in selectivity to caprolactone in the Baeyer-Villiger oxidation of cyclohexanone with H2O2. The modification of Sn-Beta with such cations also effectively enhanced the catalytic activity in the Baeyer-Villiger oxidation of 2-adamantanone.

METHOD FOR MANUFACTURING ESTER

The present invention relates to a method for manufacturing an ester from a ketone or an aldehyde, which is a reactive substrate, by a Baeyer-Villiger oxidation reaction using hydrogen peroxide, and in this method, as a catalyst, M(BAr4)n, which is a metal borate, is used (M represents an alkali metal or an alkaline earth metal; Ar represents an aryl; and n is the same number as the valence of M). For example, when cyclohexanone was used as the reactive substrate, and Sr[B(3,5-CF3C6H3)4]2 was used as the catalyst, ε-caprolactone was obtained at an isolated yield of 82%.

Baeyer-villiger oxidation and oxidative cascade reactions with aqueous hydrogen peroxide catalyzed by lipophilic Li[B(C6F5) 4] and Ca[B(C6F5)4]2

Efficient and selective: Two lipophilic catalysts were used for Baeyer-Villiger (BV) oxidations to give lactones in high yields (see scheme). Cascade reactions involving this BV oxidation were used to selectively obtain either unsaturated carboxylic acids or hydroxylactones in high yields from β-silyl cyclohexanones. Copyright

Supported sulfonic acid as green and efficient catalyst for Baeyer-Villiger oxidation with 30% aqueous hydrogen peroxide

Silica-supported propylsulfonic acid is a very good heterogeneous catalyst for the Baeyer-Villiger oxidation of cyclic ketones to lactones with stoichiometric 30% aqueous hydrogen peroxide in 1,1,1,3,3,3-hexafluoro-2- propanol as solvent.

Synthesis of 1,1′-bishydroperoxydi(cycloalkyl) peroxides by homocoupling of 11-15-membered gem-bis(hydroperoxy)cycloalkanes in the presence of boron trifluoride

A procedure was developed for the synthesis of 1,1′- bishydroperoxydi(C11-C15-cycloalkyl) peroxides based on homocoupling of geminal 11-15-membered bis(hydroperoxy)cycloalkanes in the presence of BF3·OEt2.

METHOD FOR THE PRODUCTION OF TRIMERIC KETONE PEROXIDE SOLUTIONS

Cyclohexanone is reacted with hydrogen peroxide in the presence of nitric acid which is used as a catalyst in a suitable solvent for the production of trimeric cyclohexanone peroxide.

Solvent and substituent effects on the kinetics of thermolysis of cis-fused 1,2,4-trioxanes

The kinetics of the thermal decomposition reaction of cis-6-phenyl-5,6-(2- phenylpropyliden)-3,3-pentamethylene-1,2,4-trioxacyclohexane (Ia) were investigated in benzene and methanol solutions in the temperature and concentration ranges of 353.3-413.2 K and (1.1 - 13.1)×10-3 M, respectively. First-order rate constant values were obtained for up to at least ca. 20% conversions of that cyclic peroxide. The activation parameter values for the initial unimolecular homolysis of that molecule, results supported by the effect of the addition of di-tert-butyl-p-cresol as a free radical scavenger, indicate a stepwise reaction mechanism which is in keeping with the reaction products analysis. The corresponding activation parameters for the reaction of Ia in methanol (ΔH# = 20.2 ± 0.6 kcal mol-1; ΔS# = 0.1 ± 1.6 cal mol-1K-1; ΔG# = 20.2 ± 0.6 kcal mol-1 and in benzene (ΔH# = 15.4 ± 0.2 kcal mol-1; ΔS # = -13.2 ± 0.5 cal mol-1K-1; ΔG# = 20.5 ± 0.2 kcal mol-1 solutions are compared with values obtained for cis-6-phenyl-5,6-(2-phenylpropyliden)-3,3- tetramethylene-1,2,4-trioxacyclohexane (Ib) thermolysis in the same solvents. The thermolysis kinetics of Ia are less sensitive to solvent changes compared to the behaviour already reported for the analogous reactions of Ib. Because both molecules in solution are flexible structures due to their configurations, the relatively small solvent effect found on the former trioxane reaction is attributed to the extent of the chain of methylene groups attached on C-3 of the corresponding molecular rings. Furthermore, the pertinent substituent effect on the peroxidic bond strength of those molecules in solution was evaluated.

Dispiro-1,2,4-trioxolanes by Ozonolysis of Cycloalkylidenecycloalkanes on Polyethylene

Ozonolyses of symmetrical (1b-d) and of unsymmetrical cycloalkylidenecycloalkanes (8a, b) afforded the dispiro-1,2,4-trioxolanes 4b-d and 9a, b, respectively.Their thermal decompositions gave mixtures of the cyclic ketones (3) and lactones (6).Photolysis afforded in addition to 3 and 6 the cyclic anhydrides 13, which are isomeric with the corresponding disoiro-1,2,4-trioxolanes.

Ozonolysis of Vinyl Ethers in Solution and on Polyethylene

Ozonolyses of the vinyl ethers 1a-f in methanol afforded almost exclusively the corresponding α-methoxy hydroperoxides 4, suggesting the preferred formation of the carbonyl oxides 2.In aprotic solvents including methyl formate, the predominant modes of decay of the carbonyl oxides 2 were cyclodimerization, reduction, and rearrangement, yet no ozonide formation.By contrast, ozonolyses of 1a-f on polyethylene gave the α-methoxy-substituted ozonides 14 in fair yields.Ozonolyzes of 1a-f in the presence of added carbonyl compounds 6 in methylene chloride or ether yielded the corresponding cross ozonides.Judged from the ozonide yields, the reactivities of the carbonyl compounds follow the sequence: (ClCH2)2C=O > ClCH2COCH3 > (CH3)2C=O and 2-CF3C6H4CHO > PhCHO.