ISSN 0352-5139
J. Serb. Chem. Soc. Vol. 69, No. 8–9 (2004)
CONTENTS
Organic Chemistry and Biochemistry
J. B. Nikoli}, G. S. U{}umli}, and V. V. Krsti}: The influence of the solvent on organic reactivity. Part II.
Hydroxylic solvent effects on the reaction rates of diazodiphenylmethane with 2-(2-substituted cyclohex-1enyl)acetic and 2-(2-substituted phenyl)acetic acids
601
A. [ainovi}, K. Stojanovi}, I. Filipovi}, O. Cvetkovi}, B. Jovan~i}evi} and D. Vitorovi}: Interpretation of
Serbian surface sediment maturation parameters based on factor analysis
611
M. Rakin, J. Baras, M. Vuka{inovi} and M. Maksimovi}: The examination of parameters for lactic acid
fermentation and nutritive value of fermented juice of beetroot, carrot and brewer’s yeast autolysate
625
D. Patel, R. Kumar and S. Prasad: Variation in the chemical constituents of soybean due to the industrial
pollution (Short communication)
635
Inorganic Chemistry
F. Rafat, M. Y. Siddiqi and K. S. Siddiqi: Synthesis and characterization of Ni(II), Cu(II) and Co(III)
complexes with polyamine-containing macrocycles bearing an aminoethyl pendant arm
641
K. Andjelkovi}, G. Jakovljevi}, M. Zlatovi}, @. Te{i}, D. Sladi}, J. Howing and R. Tellgren: Synthesis
and characterization of zinc(II), palladium(II) and platinum(II) complexes with 2’-[1-(2-pyridinyl)ethylidene]oxamohydrazide. The crystal structure of bis{2'-[1-(2pyridinyl)ethylideneoxamohydrazido}zinc(II) trihydrate
651
R. N. Prasad, M. Agrawal and S. Malhotra: Ca(II) complexes of tetraazamacrocycles derived from 3,4hexenedione and diaminoalkanes
661
Physical Chemistry
M. Bilgin: Isobaric vapour-liquid equilibrium calculations of binary systems using neural network
669
G.-X. Sun, Y. Cui, Zh.-W. Zhang, R.-Q. Xu, R.-T. Jiang and S.-X. Sun: The effect of diluents on the
extraction of Sm(III) using N,N,N’,N’–tetrabutylmalonamide
675
J. L. Vu~ina, D. M. Luki} and M. M. Stoiljkovi}: Separation of tungsten and rhenium on alumina
683
Electrochemistry
H. Kiliç and M. L. Berkem: Electrochemical behavior of some new pyrimidine derivatives
689
Materials
B. Matovi} and S. Bo{kovi}: Thermal conductivity of pressureless sintered Si3N4 ceramics with Liexchanged zeolite
705
J.Serb.Chem.Soc. 69 (8–9) 601–610 (2004)
UDC 532.7:541.124:54–32
JSCS – 3187
Original scientific paper
The influence of the solvent on organic reactivity. Part II. Hydroxylic solvent effects on the reaction rates
of diazodiphenylmethane with 2-(2-substituted
cyclohex-1-enyl)acetic and 2-(2-substituted phenyl)acetic acids
JASMINA B. NIKOLI]#, GORDANA S. U[]UMLI] and VERA V. KRSTI]#
Department of Organic Chemistry, Faculty of Technology and Metallurgy, University of Belgrade,
Karnegijeva 4, P. O. Box. 494, 11000 Belgrade, Serbia and Montenegro
(Received 5 December 2003, revised 20 February 2004)
Abstract: The rate constants for the reaction of diazodiphenylmethane with 2-(2-substituted cyclohex-1enyl)acetic acids and 2-(2-substituted phenyl)acetic acids, previously determined in seven hydroxylic
solvents, were correlated using the total solvatochromic equation, of the form: log k = log k0 + sp* + aa +
bb, the two-parameter model, log k = log k0 + sp* + aa, and a single parameter model log k = log k0 + bb,
where p* is a measure of the solvent polarity, b represents the scale of solvent hydrogen bond acceptor
basicities and a represents the scale of solvent hydrogen bond donor acidities. The correlations of the
kinetic data were carried out by means of multiple linear regression analysis and the solvent effects on the
reaction rates were analysed in terms of initial state and transition state contributions.
Keywords: 2-(2-substitued cyclohex-1-enyl)acetic acids, 2-(2-substituted phenyl)acetic acids,
diazodiphenylmethane, kinetic measurements, protic solvents.
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J.Serb.Chem.Soc. 69 (8–9) 611–624 (2004)
UDC 553.068.2:54.06:57.013(497.11)
JSCS – 3188
Original scientific paper
Interpretation of Serbian surface sediments’ maturation
parameters based on factor analysis
A.[AINOVI]a, K. STOJANOVI]b, I. FILIPOVI]c, O. CVETKOVI]c, B. JOVAN^I]EVI]a,c# and
D. VITOROVI]c#*
aDepartment of Chemistry, University of Belgrade, P. O. Box 158, 11001 Belgrade, bDepartment of
Medicine, University of Belgrade, Vi{egradska 26, 11000 Belgrade and cCenter of Chemistry, ICTM,
Njego{eva 12, 11000 Belgrade, Serbia and Montenegro (e-mail: vitor@chem.bg.ac.yu)
(Received 30 December 2003)
Abstract: The factor analysis, used in this work for the interpretation of maturation parameters observed in
an exploration study of a group of surface sediments of diverse age originating from different localities in
Serbia, resulted in two significant factors. Factor 1 involved parameters related mainly to maturation
changes within the aliphatic chains of the organic matter and factor 2 involved parameters based mainly on
changes in the terpane and sterane rings. A statistically significant inversely proportional linear dependence
between factors 1 and 2 was observed with older, in contrast to younger sediments, suggesting that the
reactions of the aliphatic chains in the older sediments did not occur simultaneously with the reactions in
the rings and, also, that the older surface sediments examined in this study may be characterized by a
degree of thermal maturity corresponding to changes in the biomarker sterane and terpane rings, while the
younger sediments by intensive changes in the aliphatic chains.
Keywords: factor analysis, maturation parameters, biological markers, surface sediments.
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J. Serb. Chem. Soc. 69 (8–9) 625–634 (2004)
UDC 663.34+54–116:632.15
JSCS – 3189
Original scientific paper
The examination of parameters for lactic acid fermentation and nutritive value of fermented juice of
beetroot, carrot and brewer’s yeast autolysate
MARICA RAKIN1,, JOSIP BARAS1, MAJA VUKA[INOVI]2 and MILAN MAKSIMOVI]2
1Faculty of Technology and Metallurgy, Karnegijeva 4, Belgrade and 2Military Medical Academy,
Institute of Hygiene, Crnotravska 17, Belgrade, Serbia and Montenegro (e-mail: drmrakin@yahoo.co.uk;
mrakin@eunet.yu)
(Received 22 October 2003, revised 22 April 2004)
Abstract: The conditions for lactic acid fermentation based on a mixture of beetoot juice (Beta vulgaris L.)
and carrot juice (Daucus carota L.) and different content of brewer’s yeast autolysate with Lactobacillus
plantarum A112 and with Lactobacillus acidophilus NCDO 1748 has been studied. Both cultures showed
good biochemical activity in these mixtures. The production of lactic acid has been stimulated using a
higher content of brewer’s yeast autolysate. In these mixtures, L. plantarum A112 showed better growth
and lactic acid production than L. acidophilus NCDO 1748. From the data obtained through chemical
analyses of the fermented products, it can be seen that the mixture of beetroot and carrot juice and brewer’s
yeast autolysate is richer in minerals (Ca, P, Fe) and b-carotene than fermented beetroot juice with the same
content of brewer’s yeast autolysate.
Keywords: beetroot, carrot, lactic acid fermentation, autolysate of brewer’s yeast, nutrition.
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J. Serb. Chem. Soc. 69 (8–9) 635–640 (2004)
UDC 633.34+54–116:632.15
JSCS –3190
Short communication
SHORT COMMUNICATION
Variation in the chemical constituents of soybean due to
industrial pollution
DEVENDRA K. PATEL1, RANJAN KUMAR2 and SATGUR PRASAD2
1Department of Post Graduate Studies and Research in Chemistry, Rani Durgavati University, Jabalpur
(M.P.) and 2Analytical Chemistry Section, Industrial Toxicology Research Centre, M.G. Marg,
P. O. Box–80, Lucknow, Pin-226001 (U.P.) India (e-mail: dkp2770@yahoo.co.in)
(Received 19 November 2003, revised 28 April 2004)
Abstract: The two varieties of soybean (Soybean Bragg and Soybean JS-71-05) were collected from an
industrial site (IS) and from a non-industrial site (NIS) for the study of their chemical composition and fatty
acids profiles by gas liquid chromatography (GLC). These studies revealed large changes in the major and
minor fatty acids of the soybean seeds due to the effect of chemical pollutants. There was a significant
decrease in the amounts of major and minor fatty acids, such as myristic acid (14:0), palmitic acid (16:0),
stearic acid (18:0), oleic acid (18:1), linoleic acid (18:2), and linolenic acid (18:3), in the seeds from
industrial site. The changes in the chemical composition due to chemical pollutants showed mixed results.
Keywords: pollutant, pollution, gas liquid chromatography, chemical analysis, instrumental analysis,
macromolecules, lipids, fatty acids, soybean, industrial site, non-industrial site.
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J. Serb. Chem. Soc. 69 (8–9) 641–6649 (2004)
UDC 546.562+546.733/.742+542.913:547.64
JSCS – 3191
Original scientific paper
Synthesis and characterization of Ni(II), Cu(II) and Co(III)
complexes with polyamine-containing macrocycles bearing an aminoethyl pendant arm
FOUZIA RAFATa, M. Y. SIDDIQIb* and K. S. SIDDIQIa
aDepartment of Chemistry, Aligarh Muslim University, Aligarh 202002, India
(e-mail: ks_siddiqi@yahoo.co.in) and bResearch Center, College of Sciences, King Saud University,
Riyadh 11451, KSA.
(Received 19 January 2004)
Abstract: Reaction of [M(ppn)2]X2 (where M = Cu(II), Ni(II), Co(II) and ppn = 1,3-diaminopropane) with
formaldehyde and ethylenediamine in methanol results in the ready formation of a 16-membered
macrocyclic complex. The complexes were characterized by elemental anlysis, IR, EPR, electronic spectral
data, magnetic moments and conductance measurements. The Cu(II), Ni(II) and Co(III) complexes are
coordinated axially with both pendant groups of the hexadentate macrocycle. These pendant donors are
attached to the macrocycle by a carbon chain. The electrical conductivities of the Cu(II) and Ni(II) chelates
indicated them to be 1:2 electrolytes whilst those of Co(III) is a 1:3 electrolyte in DMSO. The EPR
spectrum of the copper complex exhibited G at 3.66, which indicates a considerable exchange interaction in
the complex. Spectroscopic evidence suggests that in all of the complexes the metal ion is in an octahedral
environment.
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J. Serb. Chem. Soc. 69 (8–9) 651–660 (2004)
UDC 546.47+546.922+546.982+542.913:543.422.25
JSCS – 3192
Original scientific paper
Synthesis and characterization of zinc(II), palladium(II) and platinum(II) complex with 2’-[1-(2pyridinyl)ethylidene]oxamohydrazide. The crystal
structure of bis{2’-[1-(2-pyridinyl)ethylidene]oxamohydrazido}zinc(II) trihydrate
KATARINA AN\ELKOVI]1, GORDANA JAKOVLJEVI]1, MARIO ZLATOVI]1#, @IVOSLAV
TE[I]1#, DU[AN SLADI]1#, JONAS HOWING2 and ROLAND TELLGREN2
1Faculty of Chemistry, University of Belgrade, Studentski trg 16, P. O. Box 158, 11001 Belgrade, Serbia
and Montenegro (e–mail: kka@chem.bg.ac.yu) and 2Department of Materials Chemistry, The Ångström
Laboratory, Uppsala Univeristy, Box 538, S-75121 Uppsala, Sweden
(Received 3 November 2003, revised 26 February 2004)
Abstract: Complexes of Zn(II), Pd(II) and Pt(II) with 2’-[1-(2-pyridinyl)ethylidene]oxamohydrazide
(Hapsox) were synthesized and their structures were determined. All the complexes are of a neutral type
with two apsox ligands coordinated to Zn(II) and one apsox ligand coordinated to Pd(II) or Pt(II). In each
case, the polydentate was coordinated via pyridine and hydrazone nitrogens and a-oxyazine oxygen,
forming an octahedral geometry around Zn(II), and a square planar one around Pd(II) and Pt(II). The
structure determination was performed by IR, 1H-NMR and 13C-NMR spectroscopy, and for the Zn(II)
complex by X-ray structure analysis.
Keywords: Zn(II) complex, Pd(II) complex, Pt(II) complex, 2-acetylpyridine derivative, X-ray analysis,
NMR spectra.
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J. Serb. Chem. Soc. 69 (8–9) 661–668 (2004)
UDC 547.64+669.89:543.422.28
JSCS – 3193
Original scientific paper
Ca(II) complexes of tetraazamacrocycles derived from 3,4-hexanedione and diaminoalkanes
R.N. PRASAD, MITHLESH AGRAWAL and SANGEETA MALHOTRA
Department of Chemistry, University of Rajasthan, Jaipur-302004, India
(e-mail: prasadraghunandan@yahoo.com)
(Received 8 January 2004)
Abstract: Ca(II) macrocyclic complexes [(Et4[n]tetraeneN4)CaX2] (where n = 14, 16, 20, 24, 32, X = Cl-,
NCS-) have been synthesized via cyclocondensation of 3,4-hexanedione with aliphatic diamines, such as
1,3-diaminopropane, 1,4-diaminobutane, 1,6-diaminohexane, 1,8-diaminooctane or 1,12-diaminododecane.
The synthesized complexes were characterized by elemental analyses, conductance measurements and IR
and 1H-NMR spectroscopy.
Keywords: macrocyclic complexes, alkaline earth metal complexes, IR spectra, NMR spectra.
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UDC 510.644:66.040.47
JSCS – 3194
Original scientific paper
Isobaric vapour–liquid equilibrium calculations of binary
systems using a neural network
MEHMET BILGIN
Istanbul University, Engineering Faculty, Department of Chemical Engineering, 34320 Avcilar, Istanbul,
Turkey (e-mail: mbilgin@istanbul.edu.tr)
(Received 13 November 2003, revised 3 March 2004)
Abstract: A model on a feed forward back propagation neural network was employed to calculate the
isobaric vapour–liquid equilibrium (VLE) data at 40, 66.67, and 101.32 ± 0.02 kPa for the
methylcyclohexane – toluene and isopropanol – methyl isobutyl ketone binary systems, which are
composed of different chemical structures (cyclic, aromatic, alcohol and ketone) and do not show azeotrope
behaviour. Half of the experimental VLE data only were assigned into the designed framework as training
patterns in order to estimate the VLE data over the whole composition range at the mentioned pressures.
The results were compared with the data calculated by the two classical models used in this field, the
UNIFAC and Margules models. In all cases the deviations the experimental activity coefficients and those
calculated by the neural network model (NNET) were lower than those obtained using the Margules and
UNIFAC models.
Keywords: vapour–liquid, neural network, activity coefficients, UNIFAC, Margules model.
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J. Serb. Chem. Soc. 69 (8–9) 675–681 (2004)
UDC 66.061+546.659:547.461.7
JSCS – 3195
Original scientific paper
The effect of diluents on the extraction of Sm(III) using N,N,N’,N’-tetrabutylmalonamide
SUN GUO-XIN1, CUI YU1, ZHANG ZHEN-WEI1, XU RONG-QI1, JIANG RUN-TIAN1 AND SUN SIXIU2
1Institute of Chemistry and Chemical Engineering, Jinan University, Jinan, 250022, P. R. China and
2College of Chemistry and Chemical Engineering, Shandong University, Jinan, 150100, P. R. China
(Received 6 June 2003, revised 19 February 2004)
Abstract: A study has been made of the extraction of samarium(III) from nitrate solutions using N,N,N’,N’tetrabutylmalonamide (TBMA) in a series of diluents. The dependence of the extraction distribution on the
concentrations of aqueous nitric acid, lithium nitrate and organic TBMA was investigated. The
experimental results showed that the extraction efficiency of TMBA in different diluents for Sm(III)
increases in the order: chloroform, carbon tetrachloride, benzene, xylene, toluene, cyclohexane, n-hexane,
n-octane. The stoichiometry of the extracted species conform to Sm(NO3)3.3TBMA in all the employed
diluents. The interaction between extractant or extracted species and diluent is discussed and a quantitative
expression relating the extraction constant and the parameters of the diluent has been established.
Keywords: extraction, samarium(III), N,N,N',N'-terabutylmalonamide.
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UDC 546.719+546.78+620.183.3:661.183.8
JSCS – 3196
Original scientific paper
Separation of tungsten and rhenium on alumina
JURIJ L. VU^INA1,, DRAGOLJUB M. LUKI]1 and MILOVAN SM. STOILJKOVI]2,#
1Laboratory for Radioisotopes and 2Department of Physical Chemistry, Vin~a Institute of Nuclear
Sciences, 11001 Belgrade, P. O. Box 522, Serbia and Montenegro
(Received 19 December 2003, revised 19 February 2004)
Abstract: The conditions for the efficient separation of tungsten(VI) and rhenium (VII) on alumina were
established. The distribution coefficients Kd for tungstate and perrhenate anions, as well as the separation
factors a (a = KdWO42-/Kd ReO4-) were determined using hydrochloric or nitric acid as the aqueous
media. A solution of sodium chloride in the pH range 2–6 was also examined. Under all the tested
experimental conditions, alumina is a much better adsorbent for tungsten than for rhenium. The obtained
results indicated that the best separation of these two elements is achieved when 0.01– 0.1 mol dm-3 HCl
or 1.0 mol dm-3 HNO3 are used as the aqueous media. If NaCl is used as the aqueous phase, the best
separation is achieved with 0.20 mol dm-3 NaCl, pH 4–6. Under these experimental conditions, the
breakthrough and saturation capacities of alumina for tungsten at pH 4 are 17 and 26 mg W/g Al2O3,
respectively. With increasing pH, these values decrease. Thus, at pH 6 they are only 4 and 13 mg W/g
Al2O3, respectively.
Keywords: tungsten, rhenium, separation factor, distribution coefficient.
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UDC 547.853+541.135.5:543.552
JSCS – 3197
Original scientific paper
Electrochemical behavior of some new pyrimidine derivatives
HASAN KILIÇ and MUSTAFA LUTFU BERKEM
Marmara University, Faculty of Sciences and Letters, Department of Chemistry 34722 Ziverbey, Istanbul,
Turkey (e-mail: hkilic@marmara.edu.tr)
(Received 21 January 2004)
Abstract: Electrochemical reduction of two recently synthesized pyrimidine compounds, 1-amino-5benzoyil-4-phenyl-1H-pyrimidine-2-one (I), and 1-amino-5-benzoil-4-phenyl-1H-pyrimidine-2-thione (II)
were investigated by cyclic volatmmetry at a hanging mercury drop electrode in aqueous methanol (36 %
v/v) and in non-aqueous methanol. A series of cathodic peaks without the corresponding anodic peaks were
observed for I. As the pH of the solution was increased, some of the cathodic peaks overlapped resulting in
the loss of the previously observed peaks. For II, three cathodic peaks and one anodic peak were observed
in addition to those observed for I. The peak potentials shifted in the negative direction with increasing pH.
This shift was measured over a large pH range (1.80 – 12.30) to determine the pKa values of the
compounds. The acidity constants related to the amino groups were 4.80 and 9.80 for I and 5.50 and 9.80
for II. A thiol-thione tautomerization was observed for II, which was more pronounced in the non-aqueous
methanol medium. The pK values for both protonation and deprotonation of the thiocarbonyl group were
also determined. The pK values were 5.80 and 9.80 for protonation and deprotonation in aqueous methanol
and 6.80 and 10.80 in non-aqueous methanol.
Keywords: pyrimidine-one, pyrimidine-thione, pyrimidine bases, cyclic volatmmetry, hanging mercury
drop electrode.
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UDC 549.2+666.1.031.1:536.2.02
JSCS – 3198
Original scientific paper
Thermal conductivity of pressureless sintered Si3N4 ceramics with Li-exchanged zeolite
BRANKO MATOVI] and SNE@ANA BO[KOVI]#
The Vin~a Institute of Nuclear Sciences, Lab. 170, 11001 Belgrade, Serbia and Montenegro
(Received 26 December 2003)
Abstract: The effects of temperature on the thermal conductivity of Si3N4 sintered with Li-exchanged
zeolite were investigated. The highest conductivity was measured for the ceramics sintered with 10 % of
additive. The complete a®b-Si3N4 transformation and maximum density (> 98 % TD) were attained with
the sample sintered at 1650 ºC. However, the results show that Al and O from the additive dissolve into the
b-Si3N4 structure which act as phonon scattering sites resulting in a lowering of the conductivity and a
weaker temperature dependance of the conductivity.
Keywords: pressureless sintering, silicon nitride, thermal conductivity.
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