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The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides

Uticaj rastvarača i strukture na elektronske absorpcione spektre izomernih piridin-karboksilnih kiselina N-oksida

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1451-93721200073D.pdf (300.0Kb)
Authors
Drmanić, Saša
Nikolić, Jasmina
Marinković, Aleksandar
Šekularac, Gavrilo
Jovanović, Bratislav Ž.
Article (Published version)
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Abstract
The ultraviolet absorption spectra of the carboxyl group of three isomeric pyridine carboxylic acids N-oxides (picolinic acid N-oxide, nicotinic acid N-oxide and isonicotinic acid N-oxide) were determined in fourteen solvents in the wavelength range from 200 to 400 nm. The position of the absorption maxima (λmax) of the examined acids showed that the ultraviolet absorption maximum wavelengths of picolinic acid N-oxide are the shortest, and those of isonicotinic acid N-oxide acid are the longest. In order to analyze the solvent effect on the obtained absorption spectra, the ultraviolet absorption frequen­cies of the electronic transitions in the carboxylic group of the examined acids were correlated using a total solvatochromic equation of the form Vmax = V0 + + Sπ*+ aα+ bβ, where Vmax is the absorption frequency (1/λmax), 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 solvent effects on the ultra­violet absorption maximums of the examined acids were discussed.

UV apsorpcioni spektri pikolinske kiseline N-oksida, nikotinske kiseline N-oksida i izonikotinske kiseline N-oksida određeni su u 14 protičnih i aprotičnih rastvarača u opsegu od 200-400 nm. Položaji maksimuma apsorpcije bili su najniži za pikolinsku kiseline N-oksid, a najviši za izonikotinsku kiseline N-oksid. Da bi se analizirao uticaj ratvarača, apsorpcione frekvence su korelisane Kamlet-Taftovom jednačinom, kojom se uticaj polarnosti/polarizabilnosti, proton-donorskog i proton-akceptorskog dejstva rastvarača može kvantitativno izraziti.
Keywords:
picolinic acid N-oxide / nicotinic acid N-oxide / isonicotinic acid N-oxide / ultraviolet absorption maximum / protic and aprotic solvents / solvatochromic effects / pikolinska kiselina N-oksid / nikotinska kiselina N-oksid / izonikotinska kiselina N-oksid / apsorpcioni spektri / protični i aprotični ratvarači / solvatohromni efekti
Source:
Chemical Industry & Chemical Engineering Quarterly, 2013, 19, 3, 385-388
Publisher:
  • Association of the Chemical Engineers of Serbia
Funding / projects:
  • Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)

DOI: 10.2298/CICEQ120326073D

ISSN: 1451-9372

WoS: 000325912800008

Scopus: 2-s2.0-84884966285
[ Google Scholar ]
1
URI
http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2291
Collections
  • Radovi istraživača / Researchers’ publications (TMF)
Institution/Community
Tehnološko-metalurški fakultet
TY  - JOUR
AU  - Drmanić, Saša
AU  - Nikolić, Jasmina
AU  - Marinković, Aleksandar
AU  - Šekularac, Gavrilo
AU  - Jovanović, Bratislav Ž.
PY  - 2013
UR  - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2291
AB  - The ultraviolet absorption spectra of the carboxyl group of three isomeric pyridine carboxylic acids N-oxides (picolinic acid N-oxide, nicotinic acid N-oxide and isonicotinic acid N-oxide) were determined in fourteen solvents in the wavelength range from 200 to 400 nm. The position of the absorption maxima (λmax) of the examined acids showed that the ultraviolet absorption maximum wavelengths of picolinic acid N-oxide are the shortest, and those of isonicotinic acid N-oxide acid are the longest. In order to analyze the solvent effect on the obtained absorption spectra, the ultraviolet absorption frequen­cies of the electronic transitions in the carboxylic group of the examined acids were correlated using a total solvatochromic equation of the form Vmax = V0 + + Sπ*+ aα+ bβ, where Vmax is the absorption frequency (1/λmax), 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 solvent effects on the ultra­violet absorption maximums of the examined acids were discussed.
AB  - UV apsorpcioni spektri pikolinske kiseline N-oksida, nikotinske kiseline N-oksida i izonikotinske kiseline N-oksida određeni su u 14 protičnih i aprotičnih rastvarača u opsegu od 200-400 nm. Položaji maksimuma apsorpcije bili su najniži za pikolinsku kiseline N-oksid, a najviši za izonikotinsku kiseline N-oksid. Da bi se analizirao uticaj ratvarača, apsorpcione frekvence su korelisane Kamlet-Taftovom jednačinom, kojom se uticaj polarnosti/polarizabilnosti, proton-donorskog i proton-akceptorskog dejstva rastvarača može kvantitativno izraziti.
PB  - Association of the Chemical Engineers of Serbia
T2  - Chemical Industry & Chemical Engineering Quarterly
T1  - The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides
T1  - Uticaj rastvarača i strukture na elektronske absorpcione spektre izomernih piridin-karboksilnih kiselina N-oksida
EP  - 388
IS  - 3
SP  - 385
VL  - 19
DO  - 10.2298/CICEQ120326073D
UR  - conv_1691
ER  - 
@article{
author = "Drmanić, Saša and Nikolić, Jasmina and Marinković, Aleksandar and Šekularac, Gavrilo and Jovanović, Bratislav Ž.",
year = "2013",
abstract = "The ultraviolet absorption spectra of the carboxyl group of three isomeric pyridine carboxylic acids N-oxides (picolinic acid N-oxide, nicotinic acid N-oxide and isonicotinic acid N-oxide) were determined in fourteen solvents in the wavelength range from 200 to 400 nm. The position of the absorption maxima (λmax) of the examined acids showed that the ultraviolet absorption maximum wavelengths of picolinic acid N-oxide are the shortest, and those of isonicotinic acid N-oxide acid are the longest. In order to analyze the solvent effect on the obtained absorption spectra, the ultraviolet absorption frequen­cies of the electronic transitions in the carboxylic group of the examined acids were correlated using a total solvatochromic equation of the form Vmax = V0 + + Sπ*+ aα+ bβ, where Vmax is the absorption frequency (1/λmax), 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 solvent effects on the ultra­violet absorption maximums of the examined acids were discussed., UV apsorpcioni spektri pikolinske kiseline N-oksida, nikotinske kiseline N-oksida i izonikotinske kiseline N-oksida određeni su u 14 protičnih i aprotičnih rastvarača u opsegu od 200-400 nm. Položaji maksimuma apsorpcije bili su najniži za pikolinsku kiseline N-oksid, a najviši za izonikotinsku kiseline N-oksid. Da bi se analizirao uticaj ratvarača, apsorpcione frekvence su korelisane Kamlet-Taftovom jednačinom, kojom se uticaj polarnosti/polarizabilnosti, proton-donorskog i proton-akceptorskog dejstva rastvarača može kvantitativno izraziti.",
publisher = "Association of the Chemical Engineers of Serbia",
journal = "Chemical Industry & Chemical Engineering Quarterly",
title = "The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides, Uticaj rastvarača i strukture na elektronske absorpcione spektre izomernih piridin-karboksilnih kiselina N-oksida",
pages = "388-385",
number = "3",
volume = "19",
doi = "10.2298/CICEQ120326073D",
url = "conv_1691"
}
Drmanić, S., Nikolić, J., Marinković, A., Šekularac, G.,& Jovanović, B. Ž.. (2013). The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides. in Chemical Industry & Chemical Engineering Quarterly
Association of the Chemical Engineers of Serbia., 19(3), 385-388.
https://doi.org/10.2298/CICEQ120326073D
conv_1691
Drmanić S, Nikolić J, Marinković A, Šekularac G, Jovanović BŽ. The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides. in Chemical Industry & Chemical Engineering Quarterly. 2013;19(3):385-388.
doi:10.2298/CICEQ120326073D
conv_1691 .
Drmanić, Saša, Nikolić, Jasmina, Marinković, Aleksandar, Šekularac, Gavrilo, Jovanović, Bratislav Ž., "The effects of solvents and structure on the electronic absorption spectra of the isomeric pyridine carboxylic acid N-oxides" in Chemical Industry & Chemical Engineering Quarterly, 19, no. 3 (2013):385-388,
https://doi.org/10.2298/CICEQ120326073D .,
conv_1691 .

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