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undergraduate thesis
Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida
2013. urn:nbn:hr:182:755458
Komar, Mario
Josip Juraj Strossmayer University of Osijek
Department of Chemistry
Department of Analytical, Organic and Applied Chemistry

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Komar, M. (2013). Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida (Undergraduate thesis). Osijek: Josip Juraj Strossmayer University of Osijek, Department of Chemistry. Retrieved from https://urn.nsk.hr/urn:nbn:hr:182:755458

Komar, Mario. "Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida." Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, 2013. https://urn.nsk.hr/urn:nbn:hr:182:755458

Komar, Mario. "Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida." Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, 2013. https://urn.nsk.hr/urn:nbn:hr:182:755458

Komar, M. (2013). 'Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida', Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, accessed 19 November 2024, https://urn.nsk.hr/urn:nbn:hr:182:755458

Komar M. Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida [Undergraduate thesis]. Osijek: Josip Juraj Strossmayer University of Osijek, Department of Chemistry; 2013 [cited 2024 November 19] Available at: https://urn.nsk.hr/urn:nbn:hr:182:755458

M. Komar, "Reakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida", Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, Osijek, 2013. Available at: https://urn.nsk.hr/urn:nbn:hr:182:755458

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Metadata
TitleReakcija benzo (b)tiofen 1,1-dioksida i benzonitril oksida
AuthorMario Komar
MentorNela Malatesti (mentor)
GranterJosip Juraj Strossmayer University of Osijek
Department of Chemistry
(Department of Analytical, Organic and Applied Chemistry)
Osijek
Defense date and country2013-09-25, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Reakcijama 1,3-dipolarne cikloadicije reagiraju dipol i dipolarofil uz nastanak peteročlanog prstena kao produkta. Oksidacijom benzo(b)tiofena, uz ledenu octenu kiselinu i vodikov peroksid, priređen je benzo(b)tiofen 1,1-dioksid, koji u 1,3-dipolarnim cikloadicijama reagira kao dipolarofil. (E)-Benzaldoksim se dobio iz benzaldehida, natrijeva hidroksida i hidroksilamin hidroklorida, a u reakcijama 1,3-dipolarne cikloadicije se koristi kao prekursor 1,3-dipola. U ovom se radu pokušala provesti 1,3-dipolarna cikloadicija korištenjem benzo(b)tiofen 1,1-dioksida kao dipolarofila te benzaldoksima iz kojeg smo očekivali stvaranje 1,3-dipola (benzonitril-oksida). Cilj je bio i usporediti odvijanje ove poznate reakcije u klasičnim uvjetima s onima u mikrovalnoj pećnici. Neočekivano, glavni produkt ovih reakcija je najvjerojatnije nastao konjugiranom adicijom umjesto 1,3-dipolarnom cikloadicijom. U radu su ponuđena objašnjenja za dobivene rezultate.
Abstract (english)
Reactions of 1,3-dipolar cycloadditions are those where dipole and dipolarophile react together to give a 5-membered ring as a product. In this work 1,3-dipolar cycloaddition reactions between benzo(b)thiophene 1,1-dioxide and (E)-benzaldoxime have been attempted. Oxidation of benzo(b)thiophene with glacial acetic acid and hydrogen peroxide gave benzo(b)thiophene 1,1 -dioxide, which in 1,3-dipolar cycloaddition reacts as dipolarophile. (E)-Benzaldoxime was obtained from benzaldehide, sodium hydroxide and hydroxylamine hydrochloride and in reactions of 1,3-dipolar cycloaddition is used to generate 1,3-dipole. The aim of this work was also to compare known 1,3- cycloaddition reactions between these reagents by using standard conditions with those using microwave irradiation. Unexpectedly, the main product of these reactions most possibly formed by conjugated addition instead of 1,3-dipolar cycloaddition. Some explanations of the obtained results are presented in this work.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:182:755458
Study programmeTitle: Chemistry
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) kemije)
Type of resourceText
File originBorn digital
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Created on2016-07-12 10:10:28