KFU. Card publication. Kinetics of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with 𝜷-pinene and 2-carene: Temperature, high pressure, and solvent effects

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KINETICS OF THE ENE REACTIONS OF 4-PHENYL-1,2,4-TRIAZOLINE-3,5-DIONE WITH 𝜷-PINENE AND 2-CARENE: TEMPERATURE, HIGH PRESSURE, AND SOLVENT EFFECTS

Form of presentation

Articles in international journals and collections

Year of publication

2018

Authors, employees of KFU

Anikin Oleg Viktorovich, author

Kiselev Vladimir Dmitrievich, author

Kolesnikova Anastasiya Olegovna, author

Kornilov Dmitriy Anatolevich, author

Other authors

Shulyatev Aleksey Aleksandrovich, Konovalov Aleksandr Ivanovich

Bibliographic description in the original language

Kiselev V.D., Kornilov D.A., Anikin O.V., Shulyatiev A.A., Kolesnikova A.O., Konovalov A.I. / Kinetics of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with β-pinene and 2-carene: Temperature, high pressure, and solvent effects // International Journal of Chemical Kinetics. ─ 2018. ─ V.50. ─ P.651-658.

Annotation

The data on temperature, solvent, and high hydrostatic pressure influence on the rate of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione (1) with 2-carene (2), and 𝛽-pinene (4) have been obtained. Ene reactions 1+2 and 1+4 have high heat effects: ΔHr-n (1+2) −158.4, ΔHr-n(1+4) −159.2 kJ mol−1, 25 ◦ C, 1,2-dichloroethane. The comparison of the activation volume (ΔV≠(1+2) −29.9 cm3 mol−1, toluene; ΔV≠(1+4) −36.0 cm3 mol−1, ethyl acetate) and reaction volume values (ΔVr-n(1+2) −24.0 cm3 mol−1, toluene; ΔVr-n(1+4) −30.4 cm3 mol−1, ethyl acetate) reveals more compact cyclic transition states in comparison with the acyclic reaction products 3 and 5. In the series of nine solvents, the reaction rate of 1+2 increases 260-fold and 1+4 increases 200-fold, respectively, but not due to the solvent polarity.

Keywords

Activation volume, high pressure, kinetics, reaction heat, reaction volume

The name of the journal

International Journal of Chemical Kinetics

Publishing house

Wiley

URL

https://doi.org/10.1002/kin.21189

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=249637&p_lang=2

Full metadata record

Field DC	Value	Language
dc.contributor.author	Anikin Oleg Viktorovich	ru_RU
dc.contributor.author	Kiselev Vladimir Dmitrievich	ru_RU
dc.contributor.author	Kolesnikova Anastasiya Olegovna	ru_RU
dc.contributor.author	Kornilov Dmitriy Anatolevich	ru_RU
dc.date.accessioned	2018-01-01T00:00:00Z	ru_RU
dc.date.available	2018-01-01T00:00:00Z	ru_RU
dc.date.issued	2018	ru_RU
dc.identifier.citation	Kiselev V.D., Kornilov D.A., Anikin O.V., Shulyatiev A.A., Kolesnikova A.O., Konovalov A.I. / Kinetics of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with β-pinene and 2-carene: Temperature, high pressure, and solvent effects // International Journal of Chemical Kinetics. ─ 2018. ─ V.50. ─ P.651-658.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=249637&p_lang=2	ru_RU
dc.description.abstract	International Journal of Chemical Kinetics	ru_RU
dc.description.abstract	The data on temperature, solvent, and high hydrostatic pressure influence on the rate of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione (1) with 2-carene (2), and 𝛽-pinene (4) have been obtained. Ene reactions 1+2 and 1+4 have high heat effects: ΔHr-n (1+2) −158.4, ΔHr-n(1+4) −159.2 kJ mol−1, 25 ◦ C, 1,2-dichloroethane. The comparison of the activation volume (ΔV≠(1+2) −29.9 cm3 mol−1, toluene; ΔV≠(1+4) −36.0 cm3 mol−1, ethyl acetate) and reaction volume values (ΔVr-n(1+2) −24.0 cm3 mol−1, toluene; ΔVr-n(1+4) −30.4 cm3 mol−1, ethyl acetate) reveals more compact cyclic transition states in comparison with the acyclic reaction products 3 and 5. In the series of nine solvents, the reaction rate of 1+2 increases 260-fold and 1+4 increases 200-fold, respectively, but not due to the solvent polarity.	ru_RU
dc.language.iso	ru	ru_RU
dc.publisher	Wiley	ru_RU
dc.subject	Activation volume	ru_RU
dc.subject	high pressure	ru_RU
dc.subject	kinetics	ru_RU
dc.subject	reaction heat	ru_RU
dc.subject	reaction volume	ru_RU
dc.title	Kinetics of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with 𝜷-pinene and 2-carene: Temperature, high pressure, and solvent effects	ru_RU
dc.type	Articles in international journals and collections	ru_RU