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Kinetika reakcija 2-supstituisanih nikotinskih kiselina sa diazodifenilmetanom u različitim alkoholima

dc.creatorDrmanić, Saša
dc.creatorJovanović, Bratislav Ž.
dc.creatorMarinković, Aleksandar
dc.creatorMisić-Vuković, Milica
dc.date.accessioned2021-03-10T10:10:31Z
dc.date.available2021-03-10T10:10:31Z
dc.date.issued2003
dc.identifier.issn0352-5139
dc.identifier.urihttp://TechnoRep.tmf.bg.ac.rs/handle/123456789/587
dc.description.abstractThe rate constants of 2-substituted nicotinic acids in reaction with diazodiphenylmethane (DDM) in eight alcohols at 30 ºC have been determined. In order to explain the obtained results through solvent effects, the second order reaction rate constants (k) of the examined acids were correlated using the appropriate solvent parameters by the equation: logk=logk0 af(ε) + bσ* + cnγH where f(ε) is the measure of solvent ability as a dielectric to stabilize the separation of opposite charges in the activated complex, σ* is the measure of solvent ability to stabilize proton in the initial state and nγH represents the ability of protic solvents to form hydrogen bond with the negative end of the ion-pair intermediate. These constants were correlated also by using solvatochromic equation of the form logk=logk0 + s¶* + aα + bβ where ¶* is the measure of the solvent polarity, α represents the scale of the solvent hydrogen bond donor acidities (HBD) and β represents the scale of the solvent hydrogen bond acceptor basicities (HBA). The correlations of the kinetic data were carried out by means of multiple linear regression analysis. The results obtained for 2-substituted nicotinic acids were compared with the results for ortho-substituted benzoic acid under the same experimental conditions.en
dc.description.abstractU ovom radu određene su konstante brzine reakcije esterifikacije 2-supstituisanih nikotinskih kiselina sa supstituentima H, Cl, OH,SCH3 iCH3 u osam alkoholnih rastvarača korišćenjem poznate UV-spektrofotometrijske metode. Dobijeni rezultati konstanti brzina reakcije 2-supstituisanih nikotinskih kiselina kaoiliteraturnih podataka za orto-supstiuisane benzoeve kiseline korelisani su korišćenjem jednačine oblika: logk=logk0 + af(ε) bσ* + cnγH gde f(ε) definiše meru stabilizacije razdvojenih naelektrisanja u prelaznom stanju dielektričnim svojstvima rastvarača, σ* definiše meru stabilizacije karboksilatnog protona rastvaračem polaznog stanja i nγH definiše meru mogućnosti građenja vodonične veze rastvarača sa negativnim krajem jonskog para. Dobijeni rezultati su takođe korelisani korišćenjem solvatohromne jednačine oblika: logk=logk0 + s¶* + aα + bβ gde ¶* predstavlja meru polarnosti rastvarača, α definiše kiselost rastvarača kao donora protona u interakciji građenja vodonične veze (HBD), i β definiše baznost rastvarača kao akceptora protona u interakciji građenja vodonične veze (HBA). Diskutovani su dobijeni rezultati za koeficijente višestruke regresione analize obe jednačine koji su dali zadovoljavajuće zavisnosti korelacija konstanti brzina sa parametrima rastvarača. Dobijeni rezultati su pokazali da su uticaji rastvarača više izraženi kod orto-supstituisanih benzoevih kiselina, nego kod 2-supstituisanih nikotinskih kiselina. Izuzetak je ortho-hidroksi-benzoeva kiselina na koju, zbog izuzetno izraženih vodoničnih veza, rastvarači manje utiču.sr
dc.publisherSerbian Chemical Society, Belgrade
dc.rightsopenAccess
dc.rights.urihttps://creativecommons.org/licenses/by-nc-nd/4.0/
dc.sourceJournal of the Serbian Chemical Society
dc.subject2-substituted nicotinic acidsen
dc.subjectkinetic measurementsen
dc.subjectprotic solventsen
dc.subjectsolvent parametersen
dc.subjectdiazodiphenylmethaneen
dc.titleThe kinetics of the reactions of 2-substituted nicotinic acids with diazodiphenylmethane in various alcoholsen
dc.titleKinetika reakcija 2-supstituisanih nikotinskih kiselina sa diazodifenilmetanom u različitim alkoholimasr
dc.typearticle
dc.rights.licenseBY-NC-ND
dc.citation.epage524
dc.citation.issue7
dc.citation.other68(7): 515-524
dc.citation.rankM23
dc.citation.spage515
dc.citation.volume68
dc.identifier.fulltexthttp://TechnoRep.tmf.bg.ac.rs/bitstream/id/11189/0352-51390307515D.pdf
dc.identifier.rcubconv_523
dc.identifier.scopus2-s2.0-1442324580
dc.identifier.wos000184352900001
dc.type.versionpublishedVersion


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