magistrsko delo
Marko Gabrovšek (Author), Janez Košmrlj (Mentor), Romana Cerc Korošec (Thesis defence commission member), Janez Cerkovnik (Thesis defence commission member)

Abstract

V magistrskem delu smo preučevali, kako raznolik nabor cinolinov lahko pripravimo z novo reakcijo, katalizirano s p-toluensulfonsko kislino. Reakcija ciklizacije iz o-vinilanilinov in terc-butil nitrita poteka pri sobni temperaturi v topilu etil acetatu in s katalitsko količino p-toluensulfonske kisline. Vse nastale spojine smo okarakterizirali s pomočjo tehnik jedrske magnetne resonance, masne spektrometrije visoke ločljivosti, visokotlačne tekočinske kromatografije in infrardeče spektroskopije. Trdnim spojinam smo izmerili še tališče. o-Vinilaniline smo pripravili iz fenilacetilena in različno substituiranih anilinov s heterogenim katalizatorjem montmorilonitom K-10. Reakcijske pogoje smo optimizirali na modelni reakciji. Izolirali in okarakterizirali smo stranski produkt, derivat kinolin, ki je nastal pri reakciji. Na modelni reakciji smo optimizirali tudi reakcijo sinteze cinolinov. Osredotočili smo se na ekstrakcijo in čiščenje produkta.

Keywords

cinolini;o-vinilanilin;p-toluensulfonska kislina;kinolin;magistrska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.09 - Master's Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [M. Gabrovšek]
UDC: 547.85(043.2)
COBISS: 131026435 Link will open in a new window
Views: 47
Downloads: 17
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: English
Secondary title: Sinthesis of cinnoline derivates from o-vinylanilines
Secondary abstract: In this work, we have investigated the wide range of cinnolines that we can produce using the new reaction catalyzed by p-toluenesulfonic acid. The cyclization reaction takes place at room temperature in ethyl acetate. In this process, o-vinylanilines and tert-butyl nitrite are used as starting compounds and a catalytic amount of p-toluenesulfonic acid. All synthesized compounds were characterized by nuclear magnetic resonance, mass spectrometry, high- pressure liquid chromatography and infrared spectroscopy. The melting points of the solid compounds were measured. o-Vinylanilines were synthesized from phenylacetylene and various anilines. The heterogeneous catalyst montmorillonite K-10 was used for the reaction. A model reaction was carried out to optimize the reaction conditions. The product of a side reaction was isolated and characterized as a quinoline derivative. A model reaction for cinnoline synthesis was used to optimize the reaction conditions. We mainly focused on extraction and purification.
Secondary keywords: o-vinylaniline;cinnoline;p-toluensulfonic acid;quinoline;Organska sinteza (kemija);Univerzitetna in visokošolska dela;
Type (COBISS): Master's thesis/paper
Study programme: 1000375
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, smer Kemija
Pages: 66 str.
ID: 16487810