Priprava kvaternih O-metiloksima ; Istraživanje svojstva enzima-primjeri nastavne prakse

master's thesis

• Title (english): Synthesis of quaternary O-methyloximes ; Enzyme-properties research - examples of teaching practice
• Author: Marko Arežina
• Mentor: Ines Primožič (mentor)
• Mentor: Draginja Mrvoš-Sermek (mentor)
• Mentor: Alma Ramić (komentor)
• Committee member: Ines Primožič (predsjednik povjerenstva)
• Committee member: Draginja Mrvoš-Sermek (član povjerenstva)
• Committee member: Nives Galić (član povjerenstva)
• Committee member: Jana Pisk (član povjerenstva)
• Committee member: Nikola Cindro (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2023-02-24, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Ovaj diplomski rad sastoji se od istraživačkoga i metodičkog dijela. U istraživačkom dijelu opisana je priprava O-metiloksima kinuklidin-3-ona klasičnom sintezom te primjenom mehanokemije i mikrovalnog zračenja. Spoj je pripravljen reakcijom hidrokloridnih soli kinuklidin-3-ona i metoksiamina bez dodatka baze. Kvaternizacijom kinuklidinskog dušikova atoma pripravljenog Ometiloksima s metil-jodidom, benzil-bromidom te različito supstituiranim benzil-bromidima (nitro skupine i atomi halogena u meta i para položaju) pripravljena je serija od 10 novih kvaternih derivata kinuklidin-3-on-O-metiloksima. Reakcije su praćene spektroskopijom ATR. Pripravljenim spojevima koji do sada nisu opisani u literaturi, određeno je talište te su strukture dobivenih spojeva potvrđene spektrometrijom masa, infracrvenom spektroskopijom, te 1D i 2D spektroskopijom NMR. Cilj metodičkog dijela rada je potaknuti nastavnike kemije na kreativnost u nastavi temeljenoj na učenju otkrivanjem unutar koncepta Enzimi. Navedena tema je izborni sadržaj u novom kurikulumu Kemije četvrtoga razreda gimnazije. Osmišljen je pokus na temelju kojega su oblikovani metodičkodidaktički materijali za jedan 90-minutni nastavni sat. Pri tome su postavljeni odgojno-obrazovni ciljevi temeljeni na prethodnim učeničkim znanjima, vještinama i sposobnostima.

Abstract (english)

This thesis consists of a research and methodological part. The research part describes the preparation of O-methyloxime of quinuclidin-3-one by classical synthesis and the application of mechanochemistry and microwave radiation. The compound was prepared by the reaction of hydrochloride salts of quinuclidin-3-one and methoxyamine without the addition of a base. By quaternization of the quinuclidine nitrogen atom of prepared O-methyloxime with methyl iodide, benzyl bromide and differently substituted benzyl bromides (nitro groups and halogen atoms in the meta and para positions), a series of 10 new quaternary derivatives of quinuclidine-3-one-O-methyloxime was prepared. The reactions were monitored by ATR spectroscopy. The melting points of the prepared compounds, which have not been described in the literature so far, was determined, and the structures of the obtained compounds were confirmed by mass spectrometry, infrared spectroscopy, and 1D and 2D NMR spectroscopy. The goal of the methodological part of thesis is to encourage chemistry teachers to be creative in teaching based on learning through discovery within the concept of Enzymes. The mentioned topic is an optional content in the new chemistry curriculum of the fourth grade of high school. An experiment was designed on the basis of which methodological and didactic materials were designed for one 90-minute lesson. In doing so, educational goals were set based on previous student knowledge, skills and abilities.

• Keywords: enzimi; kinuklidin-3-on-O-metiloksim; kvaterni derivati; mehanokemija; mikrovalna sinteza; nastava kemije; učenje otkrivanjem
• Keywords (english): chemistry teaching; discovery learning; enzymes; quinuclidin-3-one-O-methyloxime; quaternary derivatives; mechanochemistry; microwave synthesis
• Language: croatian
• URN:NBN: urn:nbn:hr:217:675285
• Study programme: Title: Graduate university studies in chemistry; specializations in: Educational programme; Course: Educational programme; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra edukacije kemije (magistar/magistra edukacije kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Embargoed access; Embargo expiration date: 2025-02-24
• Created on: 2023-03-28 14:00:09