- Issue
- Journal of Siberian Federal University. Chemistry. 2024 17 (3)
- Authors
- Boyandin, Anatoly N.; Tyulkina, Eugenia N.; Sukhanova, Anna A.; Ertiletskaya, Natalya L.
- Contact information
- Boyandin, Anatoly N.: Reshetnev Siberian State University of Science and Technology; Institute of Biophysics SB RAS FRC “Krasnoyarsk Science Center of the SB RAS” Krasnoyarsk, Russian Federation; ; Tyulkina, Eugenia N.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation; Sukhanova, Anna A.: Reshetnev Siberian State University of Science and Technology Krasnoyarsk, Russian Federation; Ertiletskaya, Natalya L.: Reshetnev Siberian State University of Science and Technology ” Krasnoyarsk, Russian Federation
- Keywords
- esters; thionyl chloride; haloalkanes; zinc; catalyst
- Abstract
The ability of esters of primary and secondary alcohols butyl acetate and L‑menthyl acetate (2-isopropyl‑5-methylcyclohexyl acetate) to interact with thionyl chloride in the presence of zinc halides (chloride or bromide) was studied. 1-chlorobutane with a minor admixture of 2-chlorobutane (less than 3.6 %) was the main product of the reactions of butyl acetate. For L‑menthyl acetate, the main product was 2-chloro‑1-isopropyl‑4-methylcyclohexane with minor impurities mainly represented by 1-isopropyl‑4-methylcyclohexene and other six-membered unsaturated hydrocarbons. When ZnBr2 used as a catalyst, impurities of bromo- substituted hydrocarbons were found in the reaction products, which demonstrates the possibility of halogen atoms exchange between zinc halide and the resulting organic products of the reaction
- Pages
- 482–490
- EDN
- YMMNEV
- Paper at repository of SibFU
- https://elib.sfu-kras.ru/handle/2311/153824
Journal of Siberian Federal University. Chemistry / Reaction of Esters with Thionyl Chloride Catalyzed by Zinc Halides
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