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doctoral thesis
Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida
Zagreb: University of Zagreb, Faculty of Science, 2018. urn:nbn:hr:217:573792
Benković, Tomislav
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

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Benković, T. (2018). Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida (Doctoral thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:573792

Benković, Tomislav. "Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida." Doctoral thesis, University of Zagreb, Faculty of Science, 2018. https://urn.nsk.hr/urn:nbn:hr:217:573792

Benković, Tomislav. "Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida." Doctoral thesis, University of Zagreb, Faculty of Science, 2018. https://urn.nsk.hr/urn:nbn:hr:217:573792

Benković, T. (2018). 'Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida', Doctoral thesis, University of Zagreb, Faculty of Science, accessed 22 November 2024, https://urn.nsk.hr/urn:nbn:hr:217:573792

Benković T. Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida [Doctoral thesis]. Zagreb: University of Zagreb, Faculty of Science; 2018 [cited 2024 November 22] Available at: https://urn.nsk.hr/urn:nbn:hr:217:573792

T. Benković, "Strukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida", Doctoral thesis, University of Zagreb, Faculty of Science, Zagreb, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:217:573792

Metadata
TitleStrukturna karakterizacija i analitička primjena aromatskih hidrazona izvedenih iz nikotinohidrazida
Title (english)Structural characterization and analytical application of aromatic hydrazones derived from nicotinic acid hydrazide
AuthorTomislav Benković
MentorNives Galić (mentor)
Committee memberSnežana Miljanić (predsjednik povjerenstva)
Committee memberAna Budimir (član povjerenstva)
Committee memberVesna Petrović-Peroković (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2018-12-18, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Universal decimal classification
(UDC)		54 - Chemistry. Crystallography. Mineralogy
Abstract
Proučavano je dvanaest aromatskih hidrazona izvedenih iz nikotinohidrazida i različito supstituiranih benzaldehida, odnosno fenil-metil-ketona. Identifikacija i karakterizacija spojeva provedena je spektrometrijom masa i spektroskopskim metodama (NMR, UV-Vis i spektrofluorimetrija). Spektrometrijom masa razlikovani su metoksi derivati uslijed različitog pomaka keto-enolne tautomerne ravnoteže u plinskoj fazi. Dihidroksi- i klor- derivati razlikovani su na temelju "ortho efekta". Hidrazoni se u otopini nalaze u najstabilnijem enoliminskom obliku, osim nitro derivata koji u dimetilsulfoksidu podliježe deprotonaciji, E/Z izomeriji i keto-enolnoj tautomeriji. Za klor- i nitro- derivate uočena je fluorescencija u lužnatom. Spektrofotometrijskim titracijama određene su konstante protoniranja svih spojeva u sustavu metanol/voda 1/1. Vrijednosti pKa smanjuju se povećanjem elektron-odvlačećeg djelovanja supstituenta na salicilidenskom prstenu. U istom sustavu otapala praćena je hidroliza svih spojeva. U kiselim otopinama hidrolizu ubrzavaju elektron-donirajući supstituenti u para, a u lužnatom elektron-odvlačeći supstituenti u meta položaju u odnosu na dvostruku vezu C=N. Metoksi-derivati primijenjeni su kao ekstrakcijski reagensi za željezo(III). Razrađena je spektrofotometrijska metoda određivanja željeza spojem N'-(2-hidroksi-3-metoksifenilmetiliden)-3-piridinkarbohidrazidom.
Abstract (english)
Twelve aromatic hydrazones, derived from nicotinic acid hydrazide and differently substituted benzaldehydes or phenyl-methyl-ketone were studied. Identification and characterization of compounds were performed by mass spectrometry and spectroscopic methods (NMR, UV-Vis, and spectrofluorescence). Methoxy derivatives were distinguished by mass spectrometry duo to keto-enol tautomeric interconversion in gas phase. Dihydroxy and chloro derivatives were distinguished by "ortho effect". In solution, hydrazones were present in most stable enolimino form, apart from nitro derivative, which was subjected to deprotonation, E/Z isomerization and keto-enol tautomeric interconversion. Fluorescence was observed for chloro and nitro derivatives in basic media. Protonation constants for all compounds were determined in methanol/water 1/1 system by spectrophotometric titrations. The pKa values were lowered by electron-withdrawing substituent on the salicylidene ring. The hydrolisys of all compounds was studied in the same system. In acidic solutions the hydrolysis was faster due to electron-donor substituent in para, and in basic media by electron-withdrawing groups in meta position to the C=N double bond. Methoxy derivatives were used as extracting agents for iron(III). The spectrophotometric method for iron(III) determination by N'-(2-hydroxy-3-methoxyphenylmethylidene)-3-pyridinecarbohydrazide was developed.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:573792
Study programmeTitle: Doctoral study in chemistry
Study programme type: university
Study level: postgraduate
Academic / professional title: doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija (doktor/doktorica znanosti, područje prirodnih znanosti, polje kemija)
Type of resourceText
Extent154 str. ; 30 cm
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2019-01-09 14:08:30