diplomsko delo na univerzitetnem študiju Kemija
Žiga Ponikvar (Author), Krištof Kranjc (Mentor)

Abstract

V diplomskem delu so predstavljene enolončne sinteze 5,6-disubstituiranih 3-benzoilamino-2H-piran-2-onov. Preučil sem različne metode, tudi uporabo mikrovalovnega obsevanja in sinteze pod visokim tlakom, primerne za izvajanje cikloadicij sintetiziranih 2H-piran-2-onov na maleinanhidrid in derivate maleimida. V eksperimentalnem delu sem želel ugotoviti, če so ti novejši pristopi primerni za sinteze izbranih biciklo[2.2.2]oktenskih aduktov, saj literaturni postopki vključujejo uporabo škodljivih topil, segrevanje pod refluksom in daljše reakcijske čase, kar vse predstavlja okolju neprijazne reakcijske pogoje. Sintetizirane produkte sem ovrednotil s TLC in spektroskopskimi metodami (1H NMR, IR, HRMS). Zaključil sem, da je enolončna metoda sinteze 2H-piran-2-onov uspešna z zadovoljivimi izkoristki, željeni cikloadukti pa nastanejo le z uporabo klasičnih pogojev segrevanja (refluks).

Keywords

organska kemija;organska sinteza;piranoni;2H-piran-2-on;enolončna sinteza;cikloadicija;Diels-Alderjeva reakcija;mikrovalovna sinteza;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [Ž. Ponikvar]
UDC: 547.81.057(043.2)
COBISS: 1537884867 Link will open in a new window
Views: 1073
Downloads: 564
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Other data

Secondary language: English
Secondary title: SYNTHESIS OF SOME 5,6-DISUBSTITUTED 3-BENZOYLAMINO-2H-PYRAN-2-ONES AND THEIR USE IN CYCLOADDITIONS WITH MALEIC ANHYDRIDE AND N-SUBSTITUTED MALEIMIDE
Secondary abstract: In this diploma I present one-pot synthetic approaches to 5,6-disubstituted 3-benzoylamino-2H-pyran-2-ones. Different methods were investigated, including microwave irradiation and high-pressure conditions, that can be used to prepare cycloadducts between 2H-pyran-2-ones and maleic anhydride, and maleimide derivatives respectively. In the experimental work I wanted to evaluate new approaches to the synthesis of the desired bicyclo[2.2.2]octene adducts, since the literature procedures use hazardous solvents, heating under reflux and longer reaction times which all represent environmentally detrimental reaction conditions. The synthesized products were characterized by TLC and spectroscopic methods (1H NMR, IR, HRMS). I concluded that the one-pot method of preparing 2H-pyran-2-ones results in satisfactory yiels, however, conventional approaches have to be used to successfully synthesize the desired cycloadducts.
Secondary keywords: 2H-pyran-2-one;one-pot synthesis;cycloaddition;Diels-Alder reaction;microwave synthesis;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo
Pages: 44 f.
ID: 10958122