40646-07-9

Upstream product

• 111-84-2 nonane 
• 764-81-8 1-heptyl hydroperoxide 
• 761-40-0 4-heptyl hydroperoxide 
• 111-14-8 oenanthic acid 
• 106-73-0 methyl heptanoate 
• 623-30-3 3-furan-2-yl-propenal 
• 64-17-5 ethanol 
• 39511-08-5 (E)-3-(2-furanyl)-2-propenal 

Downstream Products

• 623-37-0 n-hexan-3-ol 
• 31323-51-0 (S)-γ-Propyl-γ-butyrolactone 
• 88270-38-6 (R)-5-propyl-dihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

MANUFACTURING METHOD OF LINEAR OR BRANCHED DIOL

PROBLEM TO BE SOLVED: To manufacture diol having 6 or more carbon atoms at a low cost. SOLUTION: There is provided a manufacturing method of long chain linear or branched diol, by a hydrogenation reaction of a compound having a carbon chain with 1 to 4 carbon atoms between a furan ring and an aldehyde group in presence of a solid catalyst to manufacture diol having 6 to 9 carbon atoms. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Intramolecular H-Transfer Reactions During the Decomposition of Alkylhydroperoxides in Hydrocarbons as the Solvents

Eight defined primary and secondary alkylhydroperoxides were decomposed in n-alkanes as the solvent, mostly in the presence of manganese stearate.In all cases the corresponding alcohols and carbonyl compounds were formed as the main products with yields of 60-90percent.Besides, difunctional products were formed by an intramolecular H-transfer in the alkoxy radicals corresponding to the starting hydroperoxides.Products possibly formed by an intramolecular H-transfer in the corresponding alkylperoxy radical could be found only in the case of 4-methyl-2-hydroperoxy pentane.The amount of products formed by intramolecular H-transfer depended on the nature of the C-H bond in δ-position to the original hydroperoxy group and lay between 4percent (primary C-H in the case of 4-hydroperoxy heptane) and 13percent (tertiary C-H in the case of 2-hydroperoxy-5-methyl hexane) with respect to the starting hydroperoxide.The amount of products formed by oxidative attack of the alkoxy and alkylperoxy radicals at the normal paraffins used as the solvents was unexpectedly low (always less than 10percent with respect to the starting hydroperoxide).An increment system is proposed for the calculation of 13C-nmr shifts in alkyl hydroperoxides.

Studies on the Autoxidation of Nonbranched Aliphatic Monocarboxylic Acids and Their Methyl Esters

Valeric, caproic, and heptanoic acid and their methyl esters were oxidizied at 140 deg C by molecular oxygen.The oxidation mixtures were reduced by LiAlH4, and the mono- and dihydroxy compounds formed were analyzed gaschromatographically.From the results obtained one can conclude that nonbranched aliphatic acids and their methyl esters are attacked by the chain-carrying peroxy radicals at the different C-H bonds with almost the same regioselectivity as normal paraffins.Only the β- and to a smaller extent the α-positions are desactivated by the neighbouring carboxylic group.