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Kinetics of transesterification with various alkyl acetates for β-citronellyl acetate synthesis

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F25%3A43932045" target="_blank" >RIV/60461373:22310/25:43932045 - isvavai.cz</a>

  • Result on the web

    <a href="https://www.sciencedirect.com/science/article/abs/pii/S2468823125004821" target="_blank" >https://www.sciencedirect.com/science/article/abs/pii/S2468823125004821</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.mcat.2025.115293" target="_blank" >10.1016/j.mcat.2025.115293</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Kinetics of transesterification with various alkyl acetates for β-citronellyl acetate synthesis

  • Original language description

    β-Citronellyl acetate was synthesised by acid-catalyzed transesterification of β-citronellol with various alkyl acetates. p-Toluenesulfonic acid was chosen as the acid catalyst. We studied several effects on transesterification, and the most interesting effect was the structure of alkyl acetate. When linear acetates were used, transesterification was retarded with the length of the alkyl chain. Values of reaction rate constant were in the range from 0.273 to 0.180 l/mol/h at 50 °C with real selectivity. The situation was different for branched alkyl acetates. The behaviour of isobutyl acetate was similar to linear acetate (same value of the reaction constant). Isopropyl acetate reacted more slowly than we expected. When tert‑butyl acetate was used, the alkyl cleavage mechanism of generated undesired β-citronellyl tert‑butyl ether and only 67 % selectivity to β-citronellyl acetate was obtained. When methyl acetate was used, the activation energy (50 °C, presumed 100 % selectivity) was 48.9 kJ/mol. The contributions were approximately 2.5 kJ/mol per 1C and 23 kJ/mol per 1CH3. These findings provide valuable insights into the impact of alkyl acetate structure on transesterification efficiency and significant role on kinetics and selectivity. © 2025 Elsevier B.V.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>SC</sub> - Article in a specialist periodical, which is included in the SCOPUS database

  • CEP classification

  • OECD FORD branch

    10403 - Physical chemistry

Result continuities

  • Project

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2025

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Molecular Catalysis

  • ISSN

    2468-8231

  • e-ISSN

  • Volume of the periodical

    584

  • Issue of the periodical within the volume

    September 2025

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    15

  • Pages from-to

    nestránkováno

  • UT code for WoS article

  • EID of the result in the Scopus database

    2-s2.0-105008513359