6093-95-4

Usage

InChI:InChI=1/C11H20O3/c1-3-4-5-7-10(12)8-6-9-11(13)14-2/h3-9H2,1-2H3

Upstream product

• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 
• 70083-43-1 dipentylcadmium 
• 24851-93-2 2-pentylcyclopent-1-en-1-yl acetate 
• 74285-12-4 2-acetoxy-2-pentylcyclopentanone 
• 110-42-9 Methyl decanoate 
• 110-62-3 pentanal 
• 34805-47-5 5-Nitropentanoic acid,methyl ester 
• 4819-67-4 2-pentyl-cyclopentanone 

Downstream Products

• 18456-90-1 2-butylylcyclohexane-1,3-dione 
• 56459-18-8 2-butyl-3-ethoxy-2-cyclohexen-1-one 
• 83562-29-2 2-Butyl-3-(4-hydroxybutyl)-2-cyclohexen-1-one 
• 88367-24-2 2-butyl-3-(4-tetrahydropyranyloxybutyl)cyclohex-2-enone 
• 624-00-0 5-hydroxydecanoic acid 
• 101853-47-8 methyl 5-hydroxydecanoate 

Relevant academic research and scientific papers

Reactions of Dioxiranes with Selected Oleochemicals

Reaction of fatty acids with dimethyldioxirane in acetone produces ketoacids in 9-12percent yields in which the ketone carbonyl is distributed along the fatty chain.The n-1 position appears to be preferred.Lactones of hydroxy fatty acids are oxidized by this reagent, but in low yields, to the corresponding ketoacids.Biphasic epoxidations with methylethyldioxirane in 2-butanone were conducted with methyl oleate and methyl ricinoleate to give the corresponding epoxides in high yield, and olive oil and tallow were cleanly epoxidized by this procedure as well.KEY WORDS: Chain functionalization, dioxirane, epoxidation, oleic acid, ricinoleic acid, tallow.

A Novel, Two-step, Mild and Simple Synthesis of β-, γ-, and δ-Oxo Esters from ω-Nitro Esters.

A convenient, mild, and simple synthesis of β-, γ-, and δ-oxo esters was achieved from ω-nitro esters.A solvent-free nitroaldol reaction of the ω-nitro esters 2 with the aldehydes 1 on alumina, followed by in situ dehydration, with addition of dichloromethane and warming gave the conjugated nitroalkenes 3, which can be converted into the carbonyl derivatives 4 by sodium hypophosphite.

Electrooxidative Cleavage of Carbon-Carbon Linkages. 1. Preparation of Acylic Oxoalkanoates from 2-Hydroxy- and 2-Acetoxy-1-cycloalkanones and Cycloalkanone Enol Acetates

A methodology is described for the synthesis of acyclic oxoalkanoates 2 by electrooxidative cleavage of carbon-carbon linkages of 2-oxocycloalkan-1-ols 1 and cycloalkanone enol acetates 3.The electrolysis of 1 was carried out in a MeOH-LiClO4-(Pt) system at a constant applied voltage of 20 V by using a divided cell, giving 2 in 82-97 percent yields.On the other hand, 3 was electrolyzed in MeOH-AcOH (10:1)-LiClO4-(Pt) at 2-8 deg to give 2 in 72-79 percent yields.Electrolysis of 4-hydroxy-p-menth-8-ene afforded methyl (3R)-3,7-dimethyl-6-oxo-7-octenoate, a chiral synthetic block for the synthesis of (+)-rose oxide, in 84 percent yield.Similarly, the procedure could be applied to the preparation of methyl(+)-6-oxo-6,7-dihydrocitronellate from (+)-menthone enol acetate (74 percent) as well as 4-hydroxy-p-menthone (94 percent).Other lithium salts, i.e., LiBF4 and CF3CO2Li, can be used for the present purpose, but there are some difficulties in producing 2 with Et4NOTs and Et4NClO4.A plausible mechanism of the formation of 2 from 1 is also discussed.