Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids
Efekti rastvarača na elektronske apsorpcione spektre cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline
Апстракт
The ultraviolet absorption spectra of cyclohex-1-enylcarboxylic acid and 2-methylcyclohex-1-enylcarboxylic acid were determined in six protic and nine aprotic solvents in the wavelength range from 200 to 400 nm. The position of the λmax of the two examined acids showed that the ultraviolet absorption maximums of cyclohex-1-enylcarboxylic acid were at consistently longer wavelengths in protic solvents than those of methylcyclohex-1-enylcarboxylic acid. The opposite was true in aprotic solvents. In order to explain the obtained results, the ultraviolet absorption frequencies of the electronic transitions in the carboxy carbonyl group of the examined acids were correlated using a total solvatochromic equation of the form: ν = ν0 + sπ* + aα + bβ, where π* is a measure of the solvent polarity, β represents the scale of solvent hydrogen bond acceptor basicities and α represents the scale of solvent hydrogen bond donor acidities. The correlation of the spectroscopic data was carried out by me...ans of multiple linear regression analysis. The opposing solvent effects on the ultraviolet absorption maximums of the two examined acids were discussed.
Ultraljubičasti apsorpcioni spektri cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline su određeni u šest protičnih i devet aprotičnih rastvarača u opsegu talasnih dužina od 200 do 400 nm. Položaj λmax za ispitivane kiseline pokazao je da su apsorpcioni maksimumi za cikloheks-1-enilkarbonsku kiselinu u protičnim rastvaračima uvek na većim talasnim dužinama od onih za 2-metilcikloheks-1-enilkarbonsku kiselinu. Rezultati u aprotičnim rastvaračima su pokazali upravo suprotno. Da bi se objasnili dobijeni rezultati ultraljubičaste apsorpcione frekvence elektronskih prelaza u karbonilnim grupama ispitivanih kiselina su korelisane totalnom solvatohromnom jednačinom oblika: ν = ν0 + sπ* + aα + bβ gde je π* merilo polarnosti rastvarača, β predstavlja skalu bazičnosti rastvarača kao akceptora protona u vodoničnoj vezi, a α predstavlja skalu kiselosti rastvarača kao donora protona u vodoničnoj vezi. Korelacije spektroskopskih podataka su izvedene pomoću višestruke linearne regr...esione analize i razmatrani su suprotni efekti rastvarača na ultraljubičaste apsorpcione maksimume ispitivanih kiselina.
Кључне речи:
cyclohex-1-enylcarboxylic acid / 2-methylcyclohex-1-enylcarboxylic acid / ultraviolet absorption maximum / protic and aprotic solventsИзвор:
Journal of the Serbian Chemical Society, 2000, 65, 5-6, 353-359Издавач:
- Serbian Chemical Society, Belgrade
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Nikolić, Jasmina AU - Ušćumlić, Gordana AU - Krstić, Vera V. PY - 2000 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/289 AB - The ultraviolet absorption spectra of cyclohex-1-enylcarboxylic acid and 2-methylcyclohex-1-enylcarboxylic acid were determined in six protic and nine aprotic solvents in the wavelength range from 200 to 400 nm. The position of the λmax of the two examined acids showed that the ultraviolet absorption maximums of cyclohex-1-enylcarboxylic acid were at consistently longer wavelengths in protic solvents than those of methylcyclohex-1-enylcarboxylic acid. The opposite was true in aprotic solvents. In order to explain the obtained results, the ultraviolet absorption frequencies of the electronic transitions in the carboxy carbonyl group of the examined acids were correlated using a total solvatochromic equation of the form: ν = ν0 + sπ* + aα + bβ, where π* is a measure of the solvent polarity, β represents the scale of solvent hydrogen bond acceptor basicities and α represents the scale of solvent hydrogen bond donor acidities. The correlation of the spectroscopic data was carried out by means of multiple linear regression analysis. The opposing solvent effects on the ultraviolet absorption maximums of the two examined acids were discussed. AB - Ultraljubičasti apsorpcioni spektri cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline su određeni u šest protičnih i devet aprotičnih rastvarača u opsegu talasnih dužina od 200 do 400 nm. Položaj λmax za ispitivane kiseline pokazao je da su apsorpcioni maksimumi za cikloheks-1-enilkarbonsku kiselinu u protičnim rastvaračima uvek na većim talasnim dužinama od onih za 2-metilcikloheks-1-enilkarbonsku kiselinu. Rezultati u aprotičnim rastvaračima su pokazali upravo suprotno. Da bi se objasnili dobijeni rezultati ultraljubičaste apsorpcione frekvence elektronskih prelaza u karbonilnim grupama ispitivanih kiselina su korelisane totalnom solvatohromnom jednačinom oblika: ν = ν0 + sπ* + aα + bβ gde je π* merilo polarnosti rastvarača, β predstavlja skalu bazičnosti rastvarača kao akceptora protona u vodoničnoj vezi, a α predstavlja skalu kiselosti rastvarača kao donora protona u vodoničnoj vezi. Korelacije spektroskopskih podataka su izvedene pomoću višestruke linearne regresione analize i razmatrani su suprotni efekti rastvarača na ultraljubičaste apsorpcione maksimume ispitivanih kiselina. PB - Serbian Chemical Society, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids T1 - Efekti rastvarača na elektronske apsorpcione spektre cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline EP - 359 IS - 5-6 SP - 353 VL - 65 UR - https://hdl.handle.net/21.15107/rcub_technorep_289 ER -
@article{ author = "Nikolić, Jasmina and Ušćumlić, Gordana and Krstić, Vera V.", year = "2000", abstract = "The ultraviolet absorption spectra of cyclohex-1-enylcarboxylic acid and 2-methylcyclohex-1-enylcarboxylic acid were determined in six protic and nine aprotic solvents in the wavelength range from 200 to 400 nm. The position of the λmax of the two examined acids showed that the ultraviolet absorption maximums of cyclohex-1-enylcarboxylic acid were at consistently longer wavelengths in protic solvents than those of methylcyclohex-1-enylcarboxylic acid. The opposite was true in aprotic solvents. In order to explain the obtained results, the ultraviolet absorption frequencies of the electronic transitions in the carboxy carbonyl group of the examined acids were correlated using a total solvatochromic equation of the form: ν = ν0 + sπ* + aα + bβ, where π* is a measure of the solvent polarity, β represents the scale of solvent hydrogen bond acceptor basicities and α represents the scale of solvent hydrogen bond donor acidities. The correlation of the spectroscopic data was carried out by means of multiple linear regression analysis. The opposing solvent effects on the ultraviolet absorption maximums of the two examined acids were discussed., Ultraljubičasti apsorpcioni spektri cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline su određeni u šest protičnih i devet aprotičnih rastvarača u opsegu talasnih dužina od 200 do 400 nm. Položaj λmax za ispitivane kiseline pokazao je da su apsorpcioni maksimumi za cikloheks-1-enilkarbonsku kiselinu u protičnim rastvaračima uvek na većim talasnim dužinama od onih za 2-metilcikloheks-1-enilkarbonsku kiselinu. Rezultati u aprotičnim rastvaračima su pokazali upravo suprotno. Da bi se objasnili dobijeni rezultati ultraljubičaste apsorpcione frekvence elektronskih prelaza u karbonilnim grupama ispitivanih kiselina su korelisane totalnom solvatohromnom jednačinom oblika: ν = ν0 + sπ* + aα + bβ gde je π* merilo polarnosti rastvarača, β predstavlja skalu bazičnosti rastvarača kao akceptora protona u vodoničnoj vezi, a α predstavlja skalu kiselosti rastvarača kao donora protona u vodoničnoj vezi. Korelacije spektroskopskih podataka su izvedene pomoću višestruke linearne regresione analize i razmatrani su suprotni efekti rastvarača na ultraljubičaste apsorpcione maksimume ispitivanih kiselina.", publisher = "Serbian Chemical Society, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids, Efekti rastvarača na elektronske apsorpcione spektre cikloheks-1-enilkarbonske i 2-metilcikloheks-1-enilkarbonske kiseline", pages = "359-353", number = "5-6", volume = "65", url = "https://hdl.handle.net/21.15107/rcub_technorep_289" }
Nikolić, J., Ušćumlić, G.,& Krstić, V. V.. (2000). Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids. in Journal of the Serbian Chemical Society Serbian Chemical Society, Belgrade., 65(5-6), 353-359. https://hdl.handle.net/21.15107/rcub_technorep_289
Nikolić J, Ušćumlić G, Krstić VV. Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids. in Journal of the Serbian Chemical Society. 2000;65(5-6):353-359. https://hdl.handle.net/21.15107/rcub_technorep_289 .
Nikolić, Jasmina, Ušćumlić, Gordana, Krstić, Vera V., "Solvent effect on electronic absorption spectra of cyclohex-1-enylcarboxylic and 2-methylcyclohex-1-enylcarboxylic acids" in Journal of the Serbian Chemical Society, 65, no. 5-6 (2000):353-359, https://hdl.handle.net/21.15107/rcub_technorep_289 .