prikaz prve stranice dokumenta Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima
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master's thesis
Sinteza kvaternih soli kinuklidin-3-ola i piridinijeva-4-aldoksima s alkilnim lancima
2017. urn:nbn:hr:166:945820
Crnčević, Doris
University of Split
University of Split, Faculty of science
Department of Chemistry

Cite this document

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

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

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

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 23 May 2022, https://urn.nsk.hr/urn:nbn:hr:166:945820

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 2022 May 23] Available at: https://urn.nsk.hr/urn:nbn:hr:166:945820

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

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Metadata
TitleSinteza 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
AuthorDoris Crnčević
MentorRenata Odžak (mentor)
Committee memberRenata Odžak (predsjednik povjerenstva)
Committee memberStjepan Orhanović (član povjerenstva)
Committee memberBarbara Soldo (član povjerenstva)
GranterUniversity of Split
University of Split, Faculty of science
(Department of Chemistry)
Split
Defense date and country2017-09-29, 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)
Languagecroatian
URN:NBNurn:nbn:hr:166:945820
Study programmeTitle: Biology and Chemistry; specializations in: major in teaching
Course: major in teaching
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra edukacije biologije i kemije (magistar/magistra edukacije biologije i kemije)
Type of resourceText
File originBorn digital
Access conditionsAccess restricted to students and staff of home institution
Terms of useLicence In copyright icon
Created on2018-02-22 15:17:53