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master's thesis
Kvaternizacija derivata piridina dihalogenalkanima
Osijek: Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY, 2023. urn:nbn:hr:109:264428
Tomičić, Vice
Josip Juraj Strossmayer University of Osijek
FACULTY OF FOOD TECHNOLOGY
Department of Applied Chemistry and Ecology
Sub-department of Chemistry and Ecology

Institutional repository: Repository of the Faculty of Food Technology Osijek

Cite this document

Tomičić, V. (2023). Kvaternizacija derivata piridina dihalogenalkanima (Master's thesis). Osijek: Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY. Retrieved from https://urn.nsk.hr/urn:nbn:hr:109:264428

Tomičić, Vice. "Kvaternizacija derivata piridina dihalogenalkanima." Master's thesis, Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY, 2023. https://urn.nsk.hr/urn:nbn:hr:109:264428

Tomičić, Vice. "Kvaternizacija derivata piridina dihalogenalkanima." Master's thesis, Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY, 2023. https://urn.nsk.hr/urn:nbn:hr:109:264428

Tomičić, V. (2023). 'Kvaternizacija derivata piridina dihalogenalkanima', Master's thesis, Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY, accessed 05 May 2024, https://urn.nsk.hr/urn:nbn:hr:109:264428

Tomičić V. Kvaternizacija derivata piridina dihalogenalkanima [Master's thesis]. Osijek: Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY; 2023 [cited 2024 May 05] Available at: https://urn.nsk.hr/urn:nbn:hr:109:264428

V. Tomičić, "Kvaternizacija derivata piridina dihalogenalkanima", Master's thesis, Josip Juraj Strossmayer University of Osijek, FACULTY OF FOOD TECHNOLOGY, Osijek, 2023. Available at: https://urn.nsk.hr/urn:nbn:hr:109:264428

Metadata
TitleKvaternizacija derivata piridina dihalogenalkanima
Title (english)Quaternization of Pyridine Derivatives with Dihaloalkanes
AuthorVice Tomičić
MentorValentina Bušić (mentor)
Committee memberDajana Gašo-Sokač (predsjednik povjerenstva)
Committee memberValentina Bušić (član povjerenstva)
Committee memberMaja Molnar (član povjerenstva)
Committee memberIvica Strelec (član povjerenstva)
GranterJosip Juraj Strossmayer University of Osijek
FACULTY OF FOOD TECHNOLOGY
(Department of Applied Chemistry and Ecology)
(Sub-department of Chemistry and Ecology)
Osijek
Defense date and country2023-09-19, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Food Technology
Engineering
Abstract
Kvaterni spojevi na bazi biološki važnih molekula, poput piridina i njegovih derivata, sve se više istražuju kao potencijalni farmaceutici, surfaktanti te antimikrobni agensi. Glavni cilj ovog rada bio je izvesti reakcije kvaternizacije pet derivata piridina (piridin-4-aldoksim, piridin-3-aldoksim, piridin-2-aldoksim, nikotinamid i izonikotinamid) s tri različita dihalogenalkana (dibrompropan, dijodpropan i dijodheksan). Reakcije kvaternizacije provedene su u organskim otapalima konvencionalnim putem te pod utjecajem mikrovalnog zračenja i ultrazvuka. Sinteze su također provedene konvencionalnim putem u eutektičkom otapalu na bazi kolin-kloirda i oksalne kiseline kao zelenije alternative organskim otapalima. Dobiveni produkti identificirani su uz pomoć spektrometrije masa te 1H i 13C NMR spektroskopije. U svim ispitanim metodama najveći su prinosi dobiveni s piridin-4-aldoksimom kao nukleofilom. Sinteza potpomognuta mikrovalnim zračenjem pokazala se najučinkovitijom. Najveći su prinosi dobiveni s 1,6-dijodheksanom kao elektrofilom, a istraživanja su općenito pokazala kako su jodidi bolji elektrofili od bromida u reakcijama kvaternizacije.
Abstract (english)
Quaternized compounds based on biologically important molecules, such as pyridine and its derivatives, are increasingly being investigated as potential pharmaceuticals, surfactants, and antimicrobial agents. The main goal of this work was to perform quaternization reactions of five pyridine derivatives (pyridine-4-aldoxime, pyridine-3-aldoxime, pyridine-2-aldoxime, nicotinamide and isonicotinamide) with three different dihaloalkanes (dibromopropane, diiodopropane and diiodohexane). Quaternization reactions were carried out in organic solvents by the conventional method as well as by the microwave and ultrasound assisted methods. The syntheses were also carried out conventionally in a eutectic solvent based on choline chloride and oxalic acid as a greener alternative to the organic solvents. The obtained products were identified using mass spectrometry and 1H and 13C NMR spectroscopy. In all tested methods, the highest yields were obtained with pyridine-4-aldoxime as nucleophile. Synthesis assisted by microwave radiation proved to be the most effective. The highest yields were obtained with 1,6-diiohexane as an electrophile, and studies have generally shown that iodides are better electrophiles than bromides in quaternization reactions.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:109:264428
ProjectNumber: UIP-2017-05-6593
Title: Zelene tehnologije u sintezi heterocikličkih spojeva
Title: Green Technologies in Synthesis of Heterocyclic Compounds
Acronym: GREENNESS
Leader: Maja Molnar
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: Nema
Study programmeTitle: Process Engineering
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka procesnog inženjerstva (magistar/magistra inženjer/inženjerka procesnog inženjerstva)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence Attribution-NonCommercial-ShareAlike 4.0 International (CC BY-NC-SA 4.0) icon
Created on2023-09-21 09:43:06