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Reaktivnost cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline sa diazodifenilmetanom u aprotičnim rastvaračima

dc.creatorNikolić, Jasmina
dc.creatorUšćumlić, Gordana
dc.creatorKrstić, Vera V.
dc.date.accessioned2021-03-10T09:51:03Z
dc.date.available2021-03-10T09:51:03Z
dc.date.issued2000
dc.identifier.issn0352-5139
dc.identifier.urihttp://TechnoRep.tmf.bg.ac.rs/handle/123456789/285
dc.description.abstractRate constants for the reaction of diazodiphenylmethane with cyclohex-1-enylcarboxylic acid and 2-methylcyclohex-1-enylcarboxylic acid were determined in nine aprotic solvents, as well as in seven protic solvents, at 30 ºC using the appropriate UV-spectroscopic method. In protic solvents the unsubsituted acid displayed higher reaction rates than the methyl-substituted one. The results in aprotic solvents showed quite the opposite, and the reaction rates were considerably lower. In order to explain the obtained results through solvent effects, reaction rate constants (k) of the examined acids were correlated using the total solvatochromic equation of the form: log k = log k0 + sπ* + aα + bβ, where π* 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 correlation of the kinetic data were carried out by means of multiple linear regression analysis and the opposite effects of aprotic solvents, as well as the difference in the influence of protic and aprotic solvents on the reaction of the two examined acids with DDM were discussed. The results presented in this paper for cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids were compared with the kinetic data for benzoic acid obtained in the same chemical reaction, under the same experimental conditions. .en
dc.description.abstractKonstante brzine za reakciju između diazodifenilmetana (DDM) i cikloheks-1-enilkarbonske, kao i 2-methilcikloheks-1-enilkarbonske kiseline su određene u devet aprotičnih i sedam protičnih rastvarača, odgovarajućom UV-spektrofotometrijskom metodom. U protičnim rastvaračima nesupstituisana kiselina je pokazala veće reakcione brzine od supstituisane. Rezultati u aprotičnim rastvaračima su pokazali upravo suprotno i brzine su znatno manje. Da bi se dobijeni rezultati objasnili kroz efekte rastvarača, konstante brzine reakcije (k) su korelisane totalnom solvatohromnom jednačinom oblika: log k = log k0 + sπ* + aα + bβ, gde je π* mera polarnosti rastvarača, α predstavlja skalu baznosti rastvarača kao akceptora protona u vodoničnoj vezi, a β predstavlja skalu kiselosti rastvarača kao donora protona u vodoničnoj vezi. Korelacija kinetičkih podataka je izvršena metodom multiple linearne regresije i razmatrani su suprotni efekti aprotičnih rastvarača, kao i razlika u uticaju protičnih i aprotičnih rastvarača na reakciju dve ispitivane kiseline i DDM-a. Rezultati prikazani u ovom radu za cikloheks-1-enilkarbonsku i 2-methil-cikloheks-1-enilkarbonsku kiselinu su upoređeni sa kinetičkim podacima za benzoevu kiselinu, dobijenim u istoj hemijskoj reakciji pod istim eksperimentalnim uslovima. .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.subjectcyclohex-1-enylcarboxylic aciden
dc.subject2-methylcyclohex-1-enylcarboxylic aciden
dc.subjectdiazodiphenyulmethaneen
dc.subjectkinetic measurementsen
dc.subjectprotic and aprotic solventsen
dc.titleReactivity of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids with diazodiphenylmethane in aprotic solventsen
dc.titleReaktivnost cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline sa diazodifenilmetanom u aprotičnim rastvaračimasr
dc.typearticle
dc.rights.licenseBY-NC-ND
dc.citation.epage846
dc.citation.issue12
dc.citation.other65(12): 839-846
dc.citation.rankM23
dc.citation.spage839
dc.citation.volume65
dc.identifier.fulltexthttp://TechnoRep.tmf.bg.ac.rs/bitstream/id/10578/0352-51390012839N.pdf
dc.identifier.rcubconv_458
dc.identifier.scopus2-s2.0-0039005814
dc.identifier.wos000166372700001
dc.type.versionpublishedVersion


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