Work

Isomerization of Cyclohexanol to Methylcyclopentenes and Synthesis of Aminomethylcyclopentanethiols and Investigation of Their Bactericidal Properties

Year: 2024
Type: article
Abstract: This work presents the results of studying the single-reactor dehydration and isomerization of cyclohexanol over modified zirconium nitrate-activated (γ) alumina oxide into methylcyclopentene isomers. It is shown that the dehydration of cyclohexanol over modified alumina oxide begins at 220°C. With increasing temperature, the degree of dehydration reaches a maximum (98-100%) at 350°C. It is established that at 400-460°C skeletal isomerization of cyclohexene occurs, resulting in the formation of methylcyclopentene isomers. It was found that raising the temperature above 470°C is not advisable, as it leads to a decrease in the degree of isomerization due to the occurrence of side reactions such as decomposition, dehydrogenation, and compaction, resulting in the formation of saturated, aromatic hydrocarbons, and coke, which negatively affect the catalyst activity. At the next stage, N-substituted amino alcohols were synthesized by oxidative hydroxyhalogenation of methylcyclopentenes in situ in a conjugate olefin+NHX(X=Cl, Br)+H2O2 reaction system. By reacting the obtained amino alcohols with pentan-1-thiol in the presence of anhydrous zinc chloride in petroleum ether (or dry toluene), amino thioalkyl derivatives of methylcyclopentanes were obtained, exhibiting good activity as antimicrobial additives in motor oil M-10 and emulsion lubricating-cooling fluid Azerol-5
Language: English
Field: Chemistry
Open Access status: bronze
OpenAlex ID: W4405832036
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