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undergraduate thesis
Sinteza funkcionalnih derivata 1,8-naftalimida
Osijek: Josip Juraj Strossmayer University of Osijek, Department of Chemistry, 2024. urn:nbn:hr:182:417180
Čeke Trišler, Aleksandar
Josip Juraj Strossmayer University of Osijek
Department of Chemistry
Department of Analytical, Organic and Applied Chemistry

Institutional repository: Repository of the Department of Chemistry, Osijek

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Čeke Trišler, A. (2024). Sinteza funkcionalnih derivata 1,8-naftalimida (Undergraduate thesis). Osijek: Josip Juraj Strossmayer University of Osijek, Department of Chemistry. Retrieved from https://urn.nsk.hr/urn:nbn:hr:182:417180

Čeke Trišler, Aleksandar. "Sinteza funkcionalnih derivata 1,8-naftalimida." Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, 2024. https://urn.nsk.hr/urn:nbn:hr:182:417180

Čeke Trišler, Aleksandar. "Sinteza funkcionalnih derivata 1,8-naftalimida." Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, 2024. https://urn.nsk.hr/urn:nbn:hr:182:417180

Čeke Trišler, A. (2024). 'Sinteza funkcionalnih derivata 1,8-naftalimida', Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, accessed 20 January 2025, https://urn.nsk.hr/urn:nbn:hr:182:417180

Čeke Trišler A. Sinteza funkcionalnih derivata 1,8-naftalimida [Undergraduate thesis]. Osijek: Josip Juraj Strossmayer University of Osijek, Department of Chemistry; 2024 [cited 2025 January 20] Available at: https://urn.nsk.hr/urn:nbn:hr:182:417180

A. Čeke Trišler, "Sinteza funkcionalnih derivata 1,8-naftalimida", Undergraduate thesis, Josip Juraj Strossmayer University of Osijek, Department of Chemistry, Osijek, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:182:417180

Metadata
TitleSinteza funkcionalnih derivata 1,8-naftalimida
Title (english)Synthesis of functional derivatives of 1,8-naphtalimide
AuthorAleksandar Čeke Trišler
MentorAleksandar Sečenji (mentor)
Committee memberMartina Medvidović-Kosanović (predsjednik povjerenstva)
Committee memberAleksandar Sečenji (član povjerenstva)
Committee memberTomislav Balić (član povjerenstva)
GranterJosip Juraj Strossmayer University of Osijek
Department of Chemistry
(Department of Analytical, Organic and Applied Chemistry)
Osijek
Defense date and country2024-09-24, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U okviru ovoga završnog rada opisan je pokušaj priprave naftalimidnog derivata, spoja (2) s ciljem njegove primjene u detekciji sumporovodika (H2S). Za pripravu ciljnog spoja (2) predložen je sintetski put koji se sastoji od dva sintetska koraka. Kao polazni spoj korišten je 4-brom-1,8-naftalanhidrid. Prvi reakcijski korak podrazumijevao je uvođenje azidne skupine u osnovnu naftalanhidridnu strukturu, odnosno pripravu spoja 1, kao receptora odgovornog za prepoznavanje analita (H2S). Spoj 1 uspješno je pripravljen reakcijom 4-brom-1,8-naftalanhidrida i natrijeva azida (NaN3) u suhom dimetilformamidu (DMF). Struktura spoja pretpostavljena je FTIR spektroskopijom. S ciljem priprave odgovarajućeg naftalimidnog derivata, spoja 2, spoj 1 podvrgnut je adicijskog-eliminacijskoj reakciji s dodecilaminom u etanolu kao otapalu zagrijavanjem uz povratno hladilo. Dobivenu smjesu produkata pokušalo se razdvojiti kromatografijom na stupcu uz sustav otapala etil-acetat/heksan, 1:1. Kromatografijom na stupcu razdvojene su dvije glavne frakcije koje fluoresciraju pod UV lampom (365 nm) žutom i plavom bojom. Na temelju IR spektroskopije zaključeno je kako niti jedna od razdvojenih frakcija ne odgovara planiranoj strukturi spoja 2.
Abstract (english)
In this thesis, we describe an experiment to prepare a naphthalimide derivative, a compound of formula (2), to detect hydrogen sulfide (H2S). A synthetic route consisting of two synthetic steps has been proposed for the preparation of the target compound (2). 4-bromo-1,8-naphthalene anhydride was used as the starting compound. The first reaction step was the introduction of an azide group into the basic structure of the naphthalene hydride, i.e. the preparation of compound (1) as the receptor responsible for the recognition of the analyte (H2S). Compound (1) was successfully prepared by reacting 4-bromo-1,8-naphthalene anhydride with sodium azide (NaN3) in dry dimethylformamide (DMF). The structure of compound (I) was suggested by FTIR spectroscopy. In order to prepare the corresponding naphthalimide derivative, compound (2), compound (1) was subjected to an addition-elimination reaction in ethanol in solvent under refluxing refrigeration. The resulting product mixture was separated using a 1:1 ethyl acetate/hexane solvent mixture by column chromatography. Column chromatography was used to separate the two main fractions, which showed yellow and blue fluorescence under UV light (365 nm). Based on IR spectroscopy, it was concluded that neither of the separated fractions corresponded to the designed structure of compound 2.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:182:417180
Study programmeTitle: University Undergraduate Study program 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
Access conditionsOpen access
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Created on2024-10-04 10:48:42