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Prins cyclization in 4 methyl-2-phenyl-tetrahydro-2H-pyran-4-ol preparation using smectite clays as catalyst.

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916188" target="_blank" >RIV/60461373:22310/18:43916188 - isvavai.cz</a>

  • Result on the web

    <a href="https://link.springer.com/article/10.1007/s11144-018-1371-7" target="_blank" >https://link.springer.com/article/10.1007/s11144-018-1371-7</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1007/s11144-018-1371-7" target="_blank" >10.1007/s11144-018-1371-7</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Prins cyclization in 4 methyl-2-phenyl-tetrahydro-2H-pyran-4-ol preparation using smectite clays as catalyst.

  • Original language description

    Prins cyclization of isoprenol with benzaldehyde as a model aldehyde was performed using montmorillonite K10 as an acid catalyst. Various reaction conditions were used including catalyst modification by mineral acids and calcination. Both treatments influenced the selectivity to substituted tetrahydropyranol negatively. Due to the increased specific surface of the catalyst the reaction rate increased. Both addition of water and methanol to the reaction mixture prevented dehydration but the selectivity to desired product remained the same. Chosen reaction conditions (70 C, ratio aldehyde:isoprenol 0.9:1, catalyst amount 110 wt%, solvent toluene) were used in Prins cyclization of other aldehydes with the similar results. Montmorillonite K10 may be used in preparation of substituted tetrahydropyranols with selectivity ranging from 59 to 69% (depending on aldehyde), which is comparable with or higher than heterogeneous catalysts used previously. This catalyst may be also used repeatedly with slight decrease in the reaction rate and no loss of selectivity.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/LO1613" target="_blank" >LO1613: Future materials</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Reaction Kinetics Mechanisms and Catalysis

  • ISSN

    1878-5190

  • e-ISSN

  • Volume of the periodical

    124

  • Issue of the periodical within the volume

    2

  • Country of publishing house

    NL - THE KINGDOM OF THE NETHERLANDS

  • Number of pages

    15

  • Pages from-to

    711-725

  • UT code for WoS article

    000438687600017

  • EID of the result in the Scopus database

    2-s2.0-85042109857