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undergraduate thesis
Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:757240
Crnjac, Kristina
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Crnjac, K. (2019). Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:757240

Crnjac, Kristina. "Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:757240

Crnjac, Kristina. "Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:757240

Crnjac, K. (2019). 'Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:757240

Crnjac K. Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:757240

K. Crnjac, "Sinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:757240

Metadata
TitleSinteza i spektroskopska karakterizacija imino-kumarina N-supstituiranih benzimidazola kao potencijalnog senzora za metalne katione i pH u otopinama
Title (english)Synthesis and spectroscopic characterization of N-substituted benzimidazole imino-coumarine as potential sensor for metal cations and pH in solution
AuthorKristina Crnjac
MentorMarijana Hranjec (mentor)
Committee memberMarijana Hranjec (predsjednik povjerenstva)
Committee memberJasna Prlić Kardum (član povjerenstva)
Committee memberEma Horak (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2019-09-06, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je sinteza i spektroskopska karakterizacija N-benzimidazolil supstituranih derivata iminokumarina. Ciljani spojevi su priređeni klasičnim metodama organske sinteze te nekataliziranom aminacijom potpomognutom mikrovalnim zračenjem. Derivati 4-nitrobenzonitrila 3 i 4 priređeni su reakcijom nukleofilne aromatske supstitucije potpomognute mikrovalovima iz 3-klor-4-benzonitrila 1. Reakcijom redukcije iz spojeva 3 i 4 priređeni su amino supstituirani derivati 6 i 7. Kondenzacijom spojeva 6, 7 i 8 s 2-cijanoacetamidom dobiveni su derivati 2-cijanometilbenzimidazola 9, 10 i 11. Ciljani derivati 7-N,N-dietilamino-2-imino-3-benzimidazolilkromena 13, 14 i 15 priređeni su reakcijom aldolne kondenzacije iz pripravljenih spojeva 9, 10 i 11 i 4-N,N-dietilamino-2-hidroksibenzaldehida 12. Stuktura svih priređenih spojeva potvrđena je korištenjem 1H i 13C NMR spektroskopije te dodatno i masenom spektrometrijom. Ciljani spojevi 13, 14 i 15 su okarakterizirani UV/Vid i fluorimetrijskom spektroskopijom u nekoliko otapala različite polarnosti. Kako bi se ispitala njihova moguća primjena kao senzora za detekciju pH i metalnih kationa, provedene su i UV/Vid titracije otopina spojeva s otopinama metalnih soli i u puferima različitog pH.
Abstract (english)
The aim of this study was the synthesis and spectroscopic characterization of N-benzimidazole substitued iminocoumarines. Targeted compounds were prepared by classical reactions of organic chemistry and uncalatyzed microwave assisted amination. Derivates of 4-nitrobenzonitrile 3 and 4 were prepared by microwave assisted reaction of nucleophilic aromatic substitution from 3-chloro-4-nitrobenzonitrile 1. Within the reduction of compounds 3 and 4 amino substituted derivates 6 and 7 obtained. Derivates of 2-cyanomethylbenzimidazoles 9, 10 and 11 were prepared using condensation of compounds 6, 7 and 8 with 2-cyanoacetamide. Targeted derivates of 7-N-N-diethylamino-2-imino-3-benzimidazolyl-chromen 13, 14 and 15 were prepared by aldol condensation from compounds 9, 10 and 11 and 4-N,N-dietylamino-2-hydroxybenzaldehyde 12. The structures of all synthesized compounds were confirmed by means of 1H and 13C spectroscopy and additionally with mass spectrometry. Targeted compounds 13, 14 and 15 were characterized by UV/Vis and fluorimetric spectroscopy in several organic solvents having different polarity. In order to explore the possible application of compounds 13, 14 and 15 as sensors for detection pH and metal cations, UV/Vis titration of aqueous compounds solutions with aqueous solutions of metal salts and with buffer solutions with different pH were performed.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:757240
ProjectNumber: IP-2018-01-4379
Title: Istraživanje antioksidativnog djelovanja benzazolskog skeleta u dizajnu novih antitumorskih agensa
Acronym: AntioxPot
Leader: Marijana Hranjec
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
ProjectNumber: IP-2014-09-3386
Title: Dizajn i sinteza novih dušikovih heterocikličkih fluorofora i fluorescentnih nanomaterijala kao kemijskih senzora za pH i metalne ione
Title: Design and Synthesis of Novel Nitrogen-Containing Heterocyclic Fluorophores and Fluorescent Nanomaterials for pH and Metal-Ion Sensing
Acronym: iNFiNiTE–SENS
Leader: Robert Vianello
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
Study programmeTitle: Chemical Engineering - Undergraduate study
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
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Created on2023-02-14 08:50:56