Priprava kvaternih soli benzimidazolijevih N-Mannichovih baza. Kondenzacijske reakcije i nastava kemije

master's thesis

• Title (english): Synthesis of quaternary salts of benzimidazlium N-Mannich bases. Condensation reactions and teaching chemistry
• Author: Hrvoje Žunić
• Mentor: Vesna Petrović Peroković (mentor)
• Mentor: Nenad Judaš (mentor)
• Committee member: Vesna Petrović Peroković (predsjednik povjerenstva)
• Committee member: Nenad Judaš (član povjerenstva)
• Committee member: Mirela Sertić Perić (član povjerenstva)
• Committee member: Mirjana Pavlica (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Biology); Zagreb
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2017-10-03, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Biology

Abstract

U okviru istraživačkog dijela ovog diplomskog rada opisane su priprave novih kvaternih soli N-Mannichovih baza (5-10). Sinteza samih N-Mannichovih baza (1-3) uključuje trikomponentnu otopinsku reakciju paraformaldehida, benzimidazola ili imidazola te nikotinamida odnosno o-aminopiridina. Produkti nastali kondenzacijskom reakcijom benzimidazola, paraformaldehida i nikotinamida ili o-aminopiridina, spojevi 1 i 2, kvaternizirani su dodatkom halogenalkana dugih lanaca (1-bromdodekana, 1-bromtetradekana te 1-bromheksadekana) pri čemu su dobivene kvaterne soli 5-10. Strukture i čistoće svih pripravljenih spojeva potvrđene su standardnim spektroskopskim analitičkim postupcima (IR, NMR, MS). U metodičkom dijelu rada osmišljen je prijedlog nastavnog sata na temu „Kondenzacijske reakcije i nastava kemije“. Glavni problem ove nastavne teme jest da se učenici susreću s kondenzacijskim reakcijama u udžbenicima bez da su ih sami izveli. Prijedlog nastavnog sata temelji se na strategiji učenja otkrivanjem i sadrži pokus kojim se omogućuje da učenici uz pomoć nastavnika i uputa s radnog listića otkriju produkt kondenzacijske reakcije između acetona i benzaldehida.

Abstract (english)

Within the research part of this thesis, the preparation methods of new quaternary salts of N-Mannich bases were described. The synthesis of all Mannich bases (1-3) includes a three-component „one-pot“ solvent synthesis combining paraformaldehyde, benzimidazole/imidazole and nicotinamide/o-aminopyridine. The final products, compounds 1 and 2, which were prepared in condensation reactions using benzimidazole, parafomaldehyde and nicotinamide/o-aminopyridine, were used in quaternization reactions with appropriate alkyl halides (1-bromododecane, 1-bromotetradecane and 1-bromohexadecane). The structures and purity of all prepared compounds were characterized and determined by standard analytical methods (IR, NMR, MS). In the methodical part of this thesis, a chemistry lesson on topic "Condensation reactions and chemistry class" was proposed. The main problem of this topic is that students meet condensation reactions in textbooks without doing the experiment in the lab. This lesson is based on the inquiry learning strategy and contains an experiment that allows students to synthesize the product of condensation reaction between acetone and benzaldehyde, with teachers guidance and worksheet instructions.

• Keywords: heterociklički spojevi; kondenzacijske reakcije; kvaterne soli; N-Mannichove baze; učenje otkrivanjem
• Keywords (english): condensation reactions; heterocyclic compound; learning strategy; N-Mannich base; quaternary salts
• Language: croatian
• URN:NBN: urn:nbn:hr:217:518770
• Study programme: Title: Integrated undergraduate and graduate university study of Biology and Chemistry Education; specializations in: Integrated undergraduate and graduate university study of Biology and Chemistry Education; Course: Integrated undergraduate and graduate university study of Biology and Chemistry Education; Study programme type: university; Study level: integrated undergraduate and graduate; Academic / professional title: magistar/magistra edukacije biologije i kemije (magistar/magistra edukacije biologije i kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2019-10-03
• Created on: 2017-11-13 08:16:31