JSCS Vol 80, No 8
Whole issue - PDF 2,413 kB
J. Serb. Chem. Soc.
J. Serb. Chem. Soc. 80 (8) 971–982
(2015)
UDC
546.831–31+546.723’+22+547.831:542.9+544.47:544.344; JSCS–4773; doi: 10.2298/JSC141023031H; Original
scientific paper
Preparation and characterization of ZrO2-supported Fe3O4-MNPs as an effective and reusable superparamagnetic catalyst for the Friedländer synthesis of quinoline derivatives
SEYYEDEH ZOHA HEJAZI,
ABDOLLAH FALLAH SHOJAEI, KHALIL TABATABAEIAN and
FARHAD SHIRINI
Department of Chemistry, Faculty of Sciences, University of
Guilan, P. O. Box 41335-1914,
(Received 23 October 2014, revised 4 March, accepted 27 March 2015)
In this study,
a convenient, appropriate and eco-friendly method for the synthesis of
quinoline derivatives via a Friedländer reaction was developed using ZrO2/Fe3O4-MNPs as an effective and reusable heterogeneous catalyst. The
morphology of ZrO2/Fe3O4-MNPs was studied by the XRD, FT-IR, SEM, TEM
and VSM techniques. Green reactions, straight and easy work-up, high yields of
the products and good reaction times are the benefits of this procedure.
Further, the catalyst could be recovered using an external magnetic field and
reused at least three times without a considerable decrease in its catalytic
activity.
Keywords: quinoline derivatives; Friedländer
reaction; ZrO2/Fe3O4-MNPs; heterogeneous catalyst; green procedure.
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J. Serb. Chem. Soc.
80 (8) 983–996 (2015)
UDC
637.12+66.061+547.584–326:543.544.3:543.51; JSCS–4774; doi: 10.2298/JSC141204028M; Original
scientific paper
Evaluation of a method for phthalate extraction from milk related to the milk dilution ratio
DANICA S. MILOJKOVIĆ, DARKO H. ANĐELKOVIĆ, GORDANA M. KOCIĆ* and TATJANA D. ANĐELKOVIĆ
Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbi
*Faculty of Medicine, University of Niš, Bulevar dr Zorana Đinđića 81, 18000 Niš, Serbia
(Received 4 December 2014, revised 26 February, accepted 19 March 2015)
Liquid–liquid
extraction techniques coupled with gas chromatography–mass spectrometry
(GC–MS) were compared for the extraction and the determination of four
phthalates: dimethyl phthalate (DMP), di-n-butyl
phthalate (DBP), benzyl butyl phthalate (BBP) and di-(2-ethylhexyl) phthalate
(DEHP) in six different kinds of milk-based samples. Extraction factors: sample
preparation, organic solvent type and volume, salt effect, agitation and the
extraction time were optimized. The ions of the base peak (m/z 149
for DBP, BBP and DEHP and m/z 163 for DMP) for the investigated
phthalates were selected for the screening studies. The acquisition was
performed in the selected ion-monitoring mode. The
response of the mass selective detector (MSD) for GC–MS phthalate calibration
standards was linear between 0.25 and 2.50 µg mL-1 with calculated limit of detection (LOD)
values between 0.01 to 0.04 µg mL-1 and limit of quantitation (LOQ) values
of 0.05 to 0.12 µg mL-1, while
repeatability was between 1.7 to 4.9 % relative standard deviation (RSD).
The study demonstrated an increase in the recovery of less polar phthalates in
matrix milk standards on matrix dilution. Recovery for hydrophilic phthalates, such
as DMP, was not changed by matrix dilution and it was continuously low for the
investigated method. Two spiking levels, tested for the influence of matrix
dilution on phthalate recovery, showed the same trend.
Keywords: extraction
efficiency; phthalate esters; gas chromatography-mass spectrometry; milk
samples.
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J. Serb. Chem. Soc.
80 (8) 997–1008 (2015)
UDC
544.112+541.135+532.14:547.772+547.211+547.759.32+546.47:537.872; JSCS–4775; doi: 10.2298/JSC150224027Z; Original
scientific paper
QTAIM investigation of a dipyrazol-1-ylmethane derivative and its Zn(II) complexes (ZnLX2, X = Cl, Br or I)
MARYAM DEHESTANI and LEILA ZEIDABADINEJAD
Department of Chemistry, Shahid Bahonar University of Kerman, 76169 Kerman, Iran
(Received 24 February, revised 27 March, accepted 31 March 2015)
Topological
analyses of the electron density were performed on the bis(pyrazol-1-yl)methane
derivative 9-(4-(di-1H-pyrazol-1-ylmethyl)phenyl)-9H-carbazole (L)
and its zinc(II) complexes: ZnLCl2 (1), ZnLBr2 (2) and ZnLI2 (3)
using the quantum theory of atoms in molecules (QTAIM) at the B3PW91/6-31g(d)
theoretical level. The topological parameters derived from the Bader theory
were also analyzed; these are characteristics of Zn-bond critical points and
of ring critical points. The calculated structural parameters were the frontier
molecular orbital energies, the highest occupied molecular orbital energy (EHOMO), the lowest unoccupied molecular
orbital energy (ELUMO), hardness (η), softness (S), the absolute
electronegativity (χ), the electrophilicity index (ω) and the
fractions of electrons transferred (ΔN) from ZnLX2 complexes to L. Numerous correlations and dependencies between the energy
terms of the symmetry adapted perturbation theory approach (SAPT), geometrical,
topological and energetic parameters were detected and are described.
Keywords: ZnLX2; charge transfer; bond critical point; SAPT
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J. Serb. Chem. Soc. 80 (8) 1009–1017 (2015)
UDC 539.6+544.131; JSCS–4776; doi:
10.2298/JSC150126015G; Original scientific paper
Multicenter Wiener indices and their applications
IVAN GUTMAN*,**, BORIS FURTULA* and XUELIANG LI***
*Faculty of Science, University of Kragujevac, P. O. Box 60, 34000 Kragujevac, Serbia
**State University
of Novi Pazar, Novi Pazar, Serbia
***Center for Combinatorics, Nankai University, Tianjin, 300071, China
(Received
26 January, revised 12 February, accepted 13 February 2015)
The Wiener
index W could be viewed as a molecular structure descriptor composed of increments representing
interactions between pairs of atoms. A generalization of the W are the Steiner–Wiener indices Wk, k = 3, 4, … In the quantity, Wk interactions between k-tuples of atoms
play a role, based on the concept of the Steiner distance. It is shown that the
term W + lWk provides an approximation for the
boiling points of alkanes better than W itself. The best such approximation is obtained for k = 7.
Keywords: Wiener index; multicenter Wiener
index; Steiner distance; Steiner–Wiener index; molecular graph.
Full Article - PDF
196 kB Available OnLine: 15. 02. 2015.
Cited by
J. Serb. Chem. Soc.
80 (8) 1019–1034 (2015)
UDC 547.551.41+546.766+547.288.1+546.141:542.9:531.3;
JSCS–4777; doi: 10.2298/JSC140916001S;
Original scientific paper
Dynamics of cetyltrimethylammonium bromide-mediated reaction of phenylsulfinylacetic acid with Cr(VI): Treatment of pseudo-phase models
PERUMAL SUBRAMANIAM and NATESAN THAMIL SELVI*
Research Department of Chemistry, Aditanar College of Arts and Science, Tiruchendur-628 216, Tamil Nadu, India
*Govindammal Aditanar College for Women, Tiruchendur-628 215, Tamil Nadu, India
(Received 19 September, revised 28 December, accepted 31 December 2014)
The influence
of cetyltrimethylammonium bromide, CTAB, on the oxidative decarboxylation of
phenylsulfinylacetic acid, PSAA, and several meta- and para-substituted
PSAAs by Cr(VI) was investigated in 95 % H2O–5 % CH3CN medium. The rate profile displayed a
peculiar trend with an initial rate increase at low CTAB followed by sharp rate
inhibition at higher CTAB concentrations. The initial rate acceleration could
be explained by strong binding of SO42- on the positively charged
micellar surface. The specific partitioning of PSAA in the micellar phase by
hydrophobic interaction and the oxidizing species HCrO3+ in
aqueous phase by electrostatic repulsion accounted for the rate retardation at
higher CTAB concentrations. The Hammett plot with different substituted PSAAs
showed excellent correlation affording negative ρ value, which supports the proposed mechanism involving the
intermediate formation of sulfonium cation. The obtained ρ value in CTAB medium was found to be slightly lower than that in
aqueous medium. Quantitative analysis of the rate data for the inhibition shown
by CTAB was performed using the Menger–Portnoy and the Piszkiewicz pseudo-phase
models. The binding constant for PSAA with micelles was evaluated from the
Piszkiewicz cooperative model.
Keywords: phenylsulfinylacetic
acid; Cr(VI); CTAB micellar effect; Hammett correlation; Piszkiewicz
cooperative model.
Full Article - PDF 272
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Cited by
J. Serb. Chem. Soc.
80 (8) 1035–1049 (2015)
UDC 577.182.24+543.552+544.6.076.32–034.791:519.677;
JSCS–4778, doi: 10.2298/JSC150129019N; Original scientific paper
Voltammetric and theoretical studies of the electrochemical behavior of cephalosporins at a mercury electrode
KATARINA NIKOLIĆ, MARA M. ALEKSIĆ, VERA KAPETANOVIĆ and DANICA AGBABA
Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11000 Belgrade, Serbia
(Received 29 January, revised 23 February, accepted 26 February 2015)
The adsorption
and electroreduction behavior of cefpodoxime proxetil, cefotaxime,
desacetylcefotaxime, cefetamet, ceftriaxone, ceftazidime, and cefuroxime axetil
at a mercury electrode surface were studied using cyclic (CV), differential
pulse (DPV) and adsorptive stripping differential pulse (AdSDPV) voltammetry.
The quantitative structure property relationship (QSPR) study of the seven
cephalosporins adsorption at the mercury electrode was based on density
functional theory DFT-B3LYP/6-31G(d,p) calculations of molecular orbitals,
partial charges and electron densities of the analytes. The DFT-parameters and
QSPR model explain well the process of adsorption of the examined cephalosporins.
The QSPR study defined that cephalosporins with lower electron density on the
nitrogen atom of the N–O bond, higher number of hydrogen bond-accepting groups,
and higher principal moment of inertia should express high adsorption on the
mercury electrode.
Keywords: cephalosporins; AdSDPV; CV; DFT; QSPR;
computational electrochemistry.
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Cited by
J. Serb. Chem. Soc.
80 (8) 1051–1059 (2015)
UDC *Desmodium
styracifolium:547.42/.43+577.152.1:541.18.043+541.18.045; JSCS–4779 doi:10.2298/JSC140919023L; Original scientific paper
Analysis of alcohol dehydrogenase inhibitors from Desmodium styracifolium using centrifugal ultrafiltration coupled with HPLC–MS
LIANGLIANG LIU*, MIAO CHEN* and XIAOQING CHEN*,**
*Institute of Bast Fiber Crops, Chinese Academy of Agricultural Sciences, Changsha 410205, China
**School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China
(Received 19 September, revised 16 December 2014, accepted 9 March 2015)
Alcohol
dehydrogenase (ADH) inhibitors play an important role in the treatment of human
methanol or ethylene glycol poisoning and the suppression of acetaldehyde
accumulation in alcoholics. In this study, centrifugal ultrafiltration coupled
with high performance liquid chromatography-mass spectrometry (HPLC–MS) was
utilized to screen and identify ADH inhibitors from an ethyl acetate extract of
Desmodium styracifolium (Osb.) Merr.
The experimental conditions of the centrifugal ultrafiltration were optimized.
Under the optimum conditions (ADH concentration: 37.5 μg mL-1, incubation time: 90 min, pH 7.0
and temperature: 15 °C), formononetin and aromadendrin were successfully
screened and identified from the ethyl acetate extract of D. styracifolium. The screening
result was verified by ADH inhibition assays. The IC50 values of formononetin and aromadendrin were
70.8 and 84.7 μg mL-1, which were
in accordance with their degrees of binding. Aromadendrin was for the first
time reported to have inhibitory activity on ADH. This method provides an
effective way to screen active compounds from natural products.
Keywords: alcohol dehydrogenases; aromadendrin;
centrifugal ultrafiltration; Desmodium
styracifolium; formononetin.
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J. Serb. Chem. Soc. 80 (8) 1061–1071 (2015)
UDC 678–13+533.583+544.773.42/.43+546–3:544.722.132;
JSCS–4780; doi: 10.2298/JSC141014029K; Original
scientific paper
Structural effects of the monomer type on the properties of copolyimides and copolyimide–silica hybrid materials
CANAN KIZILKAYA, MERVE BICEN, SEVIM KARATAS and ATILLA GUNGOR
Marmara University, Faculty
of Science and Letters, Department of Chemistry, 34722, Istanbul, Turkey
(Received 14 October 2014, revised 26 February, accepted 19 March 2015)
In this work,
the effects of two different diamine monomers containing phosphine oxide on
the thermal, mechanical and morphological properties of copolyimides and their
hybrid materials were investigated. The gas separation properties of the
synthesized copolyimides were also analyzed. The two different diamine monomers
containing phosphine oxide were bis(3-aminophenyl]phenylphosphine oxide
(BAPPO) and bis[4-(3-aminophenoxy)phenyl)phenylphosphine oxide (m-BAPPO).
In the synthesis of the copolyimides, 3,3′-diaminodiphenyl sulfone (3,3′-DDS)
was also used as the diamine, as well as 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane
dianhydride (6FDA). Copolyimide films were prepared by thermal imidization.
Furthermore, hybrid materials containing 5 % SiO2 were
synthesized by the sol–gel technique. Fourier-transform
infrared spectroscopy (FTIR) and nuclear magnetic
resonance spectroscopy (NMR) confirmed the expected structures.
Dynamic mechanical analysis (DMA) demonstrated that the m-BAPPO-based
copolyimides had lower glass transition temperatures (Tg) than the BAPPO-based ones. The
thermal decomposition temperature of the m-BAPPO-containing copolyimide
without silica was shifted to a higher value. The moduli and strength values of
the BAPPO diamine-containing copolyimide and its hybrid were higher than those
of the m-BAPPO-containing materials. Contact angle measurements showed
their hydrophobicity. Scanning electron microscope (SEM) analysis showed the
dispersion of the silica particles in the copolyimides. These copolyimides may
be used in the coating industry. The CO2 permeability and the permselectivity were the
highest, among the other values found in this study, when the m-BAPPO-containing
copolyimide in the absence of silica was used. The gas permeabilities obtained from this work were in the decreasing order:
PCO2 >
PO2 > PN2.
Keywords: copolyamic
acid; inorganic compound; sol–gel; imidization; hydrophobic nature;
permeation.
Full Article - PDF 177
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Supplementary Material PDF
381
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Cited by
J. Serb. Chem. Soc. 80 (8) 1073–1085 (2015)
UDC 547.216+547.533+547.412.1:532.14+542.3:537.11; JSCS–4781;
doi: 10.2298/JSC141127026I; Original scientific paper
An apparatus proposed for density measurements in compressed liquid regions at pressures of 0.1–60 MPa and temperatures of 288.15–413.15 K
GORICA R. IVANIŠ, ALEKSANDAR Ž. TASIĆ, IVONA R. RADOVIĆ, BOJAN D. DJORDJEVIĆ, SLOBODAN P. ŠERBANOVIĆ and MIRJANA Lj. KIJEVČANIN
Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia
(Received 27 November 2014, revised 16 March, accepted 17 March 2015)
In
this work, an apparatus for density measurements in the compressed liquid
regions is presented. This installation is based on the use of a DMA HP density
measuring cell and a DMA 5000 densimeter (both instruments are products of
Anton Paar, Gratz, Austria). Calibration of the DMA HP cell was performed by
applying the classical method in which a vacuum, water and n-decane were recommended to be used as calibration fluids. To test
the capabilities of the set-up, the densities of n-hexane, toluene and dichloromethane were measured in the
temperature interval 288.15 to 413.15 K and the pressure range
0.1–60 MPa. The obtained results were compared with the corresponding values
found in the literature. Depending on the literature selected for comparison
(the temperature and pressure ranges available), the average absolute
percentage deviations were for n-hexane,
0.03–0.10 %; for toluene, 0.04–0.08 % and for dichloromethane, 0.02–0.03 %. A
deeper insight into the results of this work showed that most
of them were in good agreement with the literature values; higher discrepancies
were evidenced in the vicinity of the ends of the temperature and pressure
ranges.
Keywords: high pressure; elevated temperature; density;
n-hexane; toluene; dichloromethane.
Full Article - PDF 250 kB
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74
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Cited by
J. Serb. Chem. Soc. 80 (8) 1087–1099 (2015)
UDC
550.4.001.5:504.3.054+627.8.034.7:546.47/49’56’815(497.11); JSCS–4782; doi: 10.2298/JSC170914108P; Letter
to the Editor
Geochemical investigation as a tool in the determination of the potential hazard for soil contamination (Kremna Basin, Serbia)
TAMARA PERUNOVIĆ, KSENIJA STOJANOVIĆ, MILICA KAŠANIN-GRUBIN*, ALEKSANDRA ŠAJNOVIĆ*, VLADIMIR SIMIĆ**, BRANIMIR JOVANČIĆEVIĆ and ILIJA BRČESKI
University of Belgrade, Faculty of Chemistry, Studentski trg 12–16, 11000 Belgrade, Serbia
*University of Belgrade, Center of Chemistry, ICTM, Njegoševa 12, 11000 Belgrade, Serbia
**University of Belgrade, Faculty of Mining and Geology, Djušina 7, 11000 Belgrade, Serbia
(Received 17 September,
revised 31 October, accepted 6 November 2014)
The geochemical
composition of the soils and underlying sediments in the Kremna Basin was
investigated. The aim was to assess whether the observed heavy metal concentrations
in the soil samples represent geogenic or anthropogenic contamination. The second objective
was to show that geochemical data of underlying sediments should be used as a
tool in the determination of the potential hazard for soil contamination. For this purpose, the contents of As, Cr, Cu, Hg, Ni, Pb and Zn
of soil samples were compared with standard values, a reference soil sample and
local background values of the underlying sediments. The soil
samples were unpolluted regarding the contents of As,
Hg, Pb and Zn. All samples had
higher contents of Cr and Ni, whereas three samples had higher contents of Cu
than the limit standard values. Geochemical parameters showed that the
higher concentrations of Cr,
Cu and Ni in the soils could be attributed to geogenic impact. This conclusion was
supported by the
Chemical Proxy of Alteration and Chemical
Index of Weathering values, which indicated intense weathering of the
sediments. The obtained results showed that the Kremna area is under slight to
moderate hazard if a land use change would occur, and proved the importance of
the geochemical composition of underlying sediments in the interpretation of
heavy metal pollution.
Keywords: soils; sediments;
geochemistry; heavy metals;
pollution; weathering.
Full Article - PDF 148 kB
Supplementary Material PDF
165
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Copyright & copy; SHD 2015.
September 1. 2015.
For more information contact: JSCS-info@shd.org.rs