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Нуклеофільність третинних амінів в реакції кватернізації бензилхлоридом

Authors: Yutilova, Ksenia S.; Bakhtin, Stanislav G.; Shved, Olena M.; Bespalko, Yulia M.;

Нуклеофільність третинних амінів в реакції кватернізації бензилхлоридом

Abstract

Quaternization reaction of tertiary amines with benzyl chloride was investigated. Reaction orders with respect to the reactants were determined. Kinetic scheme of quaternization reaction was found to be corresponding to reversible process. An influence of amines basicity and steric factor of alkyl substituent bound to the nitrogen atom on tertiary amines reactivity as nucleophiles was studied. It was shown that the rate constants of direct reaction step may serve as a measure of nucleophilicity of amines.

Досліджено реакцію кватернізації третинних амінів бензилхлоридом, визначено порядки реакції за реагентами. Встановлено, що кінетична схема, за якою перебігає реакція кватернізації, відповідає оборотному процесу. Вивчено вплив основності третинних амінів та стеричного фактора алкільного замісника, сполученого з атомом азоту, на реакційну здатність третинних амінів як нуклеофілів. Показано, що константи швидкості прямої стадії реакції кватернізації можуть виступати мірою нуклеофільності амінів.

Исследована реакция кватернизации третичных аминов, определены порядки реакции по реагентам. Установлено, что кинетическая схема, описывающая реакцию кватернизации, соответствует обратимому процессу. Изучено влияние основности третичных аминов и стерического фактора алкильного заместителя, связанного с атомом азота, на реакционную способность третичных аминов как нуклеофилов. Показано, что константы скорости прямой стадии реакции кватернизации являются мерой нуклеофильности аминов.

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Keywords

544.433.21 [547.233.3+547.322] 544.4, органическая химия, нуклеофільність; третинні аміни; кватернізація; оборотні процеси, hydrazide; nucleophilicity; tertiary amines; quaternization; reversible processes, нуклеофильность; третичные амины; кватернизация; обратимые процессы, органічна хімія, фізична хімія, organic chemistry

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
2
Average
Average
Average
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