Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima

Crnčević, Doris

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master's thesis

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Synthesis of quaternary ammonium salts of quinuclidin-3-ol and pyridinium-4-aldoxime with aklyl chains

Doris Crnčević (2017)

University of Split
University of Split, Faculty of science
Department of Chemistry

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APA 6th Edition

Crnčević, D. (2017). Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima (Master's thesis). Retrieved from https://urn.nsk.hr/urn:nbn:hr:166:945820

MLA 8th Edition

Crnčević, Doris. "Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima." Master's thesis, University of Split, University of Split, Faculty of science, 2017. https://urn.nsk.hr/urn:nbn:hr:166:945820

Chicago 17th Edition

Harvard

Crnčević, D. (2017). 'Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima', Master's thesis, University of Split, University of Split, Faculty of science, accessed 20 March 2019, https://urn.nsk.hr/urn:nbn:hr:166:945820

Vancouver

Crnčević D. Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima [Master's thesis]. Split: University of Split, University of Split, Faculty of science; 2017 [cited 2019 March 20] Available at: https://urn.nsk.hr/urn:nbn:hr:166:945820

IEEE

D. Crnčević, "Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima", Master's thesis, University of Split, University of Split, Faculty of science, Split, 2017. Available at: https://urn.nsk.hr/urn:nbn:hr:166:945820

Cite this item: https://urn.nsk.hr/urn:nbn:hr:166:945820

Metadata

Title	Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima
Title (english)	Synthesis of quaternary ammonium salts of quinuclidin-3-ol and pyridinium-4-aldoxime with aklyl chains
Author	Doris Crnčević
Mentor	Renata Odžak (mentor)
Committee member	Renata Odžak (predsjednik povjerenstva)
Committee member	Stjepan Orhanović (član povjerenstva)
Committee member	Barbara Soldo (član povjerenstva)
Granter	University of Split University of Split, Faculty of science (Department of Chemistry) Split
Defense date and country	2017-09-29, Croatia
Scientific / art field, discipline and subdiscipline	NATURAL SCIENCES Chemistry
Abstract	Kvaterne amonijeve soli imaju široku primjenu kao surfaktanti, antimikrobni agensi s izraženim antioksidacijskim djelovanjem, djeluju kao protuotrovi, inhibitori acetilkolinesteraze, terapeutici i sl. U cilju bioloških istraživanja, sintetizirane su dvije serije novih kvaternih amonijevih soli različitih heterocikličkih spojeva: kinuklidin-3-ola i piridinijeva-4-aldoksima koji sadrže tercijarni dušikov atom u strukturi. Kinuklidin-3-ol je biciklički alifatski spoj s atomom dušika u premoštenju, a piridinijev-4-aldoksim je aromatski planarni spoj. Za njihovu kvaternizaciju korišteni su alkilni lanci različite duljine ugljikovodičnog lanca (3, 4, 6 i 8C atoma) koji su mono- ili disupstituirani s bromom kao dobrom izlaznom skupinom u reakciji nukleofilne supstitucije tercijarnih amina navedenih heterocikličkih spojeva. Za sintezu kvaternih soli kinuklidin-3-ola korišteni su alkilni lanci: 1brompropan, 1-brombutan, 1-bromheksan, 1-bromoktan te 1,3-dibrompropan, a za sintezu kvaternih soli piridinijeva-4-aldoksima: 1,3-dibrompropan, 1,4-dibrombutan, 1,6dibromheksan i 1,8-dibromoktan. Svi sintetizirani spojevi su dobiveni kao krutine u dobrom iskorištenju. Tankoslojnom kromatografijom i talištem potvrđena je identifikacija i čistoća novosintetiziranih spojeva.
Abstract (english)	Quaternary ammonium salts have wide application as surfactants, antimicrobial agents with pronounced antioxidant activity, act as antidotes, acetylcholinesterase inhibitors, therapeutics etc. In order to investigate the biological potential, two new series of quaternary ammonium salts bearing different heterocyclic compounds: quinuclidin-3-ol and pyridinium4-aldoxime containing tertiary nitrogen atom in their structure have been synthesized. Quinuclidin-3-ol is a bicyclic aliphatic compound with a nitrogen-bridged linkage, and pyridinium-4-aldoxime is an aromatic planar compound. For their quaternization, alkyl chains with different lengths of the hydrocarbon chain (3, 4, 6 and 8C atoms) were used. The hydrocarbon chains were mono- or disubstituted with bromine which is a good leaving group in the nucleophilic substitution of tertiary amines of corresponding heterocyclic compounds. For the synthesis of quinuclidin-3-ol quaternary salts, alkyl chains that were used are: 1bromopropane, 1-bromobutane, 1-bromohexane, 1-bromoctane and 1,3-dibromopropane and for the synthesis of quaternary salts of pyridinium-4-aldoxime: 1,3 dibromopropane, 1,4dibromobutane, 1,6-dibromohexane and 1,8-dibromoctane. All the synthesized compounds were obtained as solids in good yields. Thin layer chromatography and melting point confirmed the identity and purity of newly synthetized compounds.
Keywords
Keywords (english)
Language	croatian
URN:NBN	urn:nbn:hr:166:945820
Study programme	Title: Biologija i kemija; smjerovi: nastavnički Study programme type: sveučilišni Study level: diplomski 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	Restricted access
Terms of use
Created on	2018-02-22 15:17:53