JSCS Vol 67, No. 6  

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J.Serb.Chem.Soc. 67(6)373-379(2002)
UDC 66.095.253-927.5:547.5:541.128
JSCS – 2958 
Original scientific paper

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Alkylation of N-substituted 2-phenylacetamides: Benzylation of N-(4-nitrophenyl)-2-phenylacetamide

VIDA D. JANKOVIC, DUSAN Z. MIJIN and SLOBODAN D. PETROVIC*

Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, P. O. Box 3503, YU-11001 Belgrade and
*Hemofarm Group, Beogradski put bb, YU-26300, Vrsac, Yugoslavia

(Received 16 January 2002)
N-(4-Nitrophenyl)-2-phenylacetamide was alkylated with benzyl chloride in the presence of powdered potassium hydroxide at different temperatures and in various solvents in order to establish the reactivity and orientation in the reaction. The reactions were also carried out in the presence of different phase-transfer catalysts in toluene. Product formation was followed by GC. The obtained results were compared to the results of the benzylation of other N-substituted 2-phenylacetamides, especially of N-phenyl-2-phenylacetamide.

Keywords: alkylation, benzylation, 2-phenylacetamides, phase-transfer catalysis.


J.Serb.Chem.Soc. 67(6)381-392(2002)
UDC 547.236+632.954:543.552
JSCS – 2959 
Original scientific paper

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Reductive deactivation of some s-triazine herbicides: prometryne, desmetryne and terbutryne

RAFAELMARÍN GALVÍN, JOSÉ MIGUEL RODRÍGUEZ MELLADO and MARÍA JOSÉ HIGUERA

Departamento de Química Física y Termodinámica Aplicada, Facultad de Ciencias, Campus Universitario de Rabanales-Edificio C-3. Universidad de Córdoba, E-14071-Córdoba, Spain

(Received 10 January, revised 4 March 2002)
The electrochemical behaviour (DC and DPpolarography) of the methylthio-bis(alkylamino) s-triazine herbicides prometryne, desmetryne and terbutryne on mercury electrodes has been studied in the acidity range 2.25 M H2SO4 to pH 6.5. Two two-electron irreversible reduction processes were found, complicated with adsorption. At pH values higher than the protonation pKof the triazine ring (ca. 4), this protonation reaction preceded the reduction processes. Reduction mechanisms are proposed for pH < pKand pH > pK. The products obtained in the electroreduction of dilute solutions of the above herbicides show a lower toxicological effect than that of the original compounds (lower aromatic character and cleavage of the –SCH3 group). Thus, electrochemical deactivation at pH  3.5 and at potentials around –1.10 V (vs. the Ag/AgCl/KClsat electrode) can be a valid method to deactivate these molecules. Finally, the reductive route can be an alternative environmental degradative process in waters under strong reductive conditions, with pH values equal or lower than 3.5 pH-units, and rich in carbonaceous materials on clays. In these ambients oxidative photolytic detoxification of herbicides cannot occur.

Keywords: DC and DP polarography, prometryne, desmetryne, terbutryne, triazine herbicides.


J.Serb.Chem.Soc. 67(6)393-406(2002) 
UDC 547.665:543.422.25+543.54+543.544
JSCS – 2960
Original scientific paper

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Indene dimerization products

JOVAN JOVANOVIC, MICHAELSPITELLER* and WILHELM ELLING*

Faculty of Technology and Metallurgy, University of Belgrade, P. O. Box 3503, YU-11120 Belgrade, Yugoslavia, E-mail: jajovan@drenik.net and
*Institute for Environmental Research, University of Dortmund, Otto-Hahn–str. 6, D-44221 Dortmund, Germany, E-mail: spiteller@infu.uni-dortmund.de

(Received 18 February 2002)
The reaction of 1H-indene (indene) in the presence of Friedel-Crafts acids was studied. As expected [M. Spiteller, J. Jovanovic, Fuel 78 (1999) 1263] there were dimers and trimers in the product mixture together with higher oligomers. Among products with double molecular weight relative to the molecular weight of indene, the structure of four compounds was determined: 6-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene, 2-(2’,3’-dihydro-1’H-inden-1’-yl)-1H-indene, 1-(2’,3’-dihydro-1’H-inden-2’-yl)-1H-indene and 2,3,1’,3’-tetrahydro-[1,2’]biindenylidene. It was shown that the first one represents an indene alkylation product and that the others were obtained by bonding of the indan-1-ylium ion and indene at the position 2, followed by acid catalyzed 1,2-hydride rearrangement in the case of the third and fourth one. Considering the indene dimerization products as components of pyrolysis oils and as interesting compounds to be used as model substances for NMR, MS and X-ray analysis, the reaction, separation and isolation parameters were optimized in this study.

Keywords: dimers of indene; structure elucidation; NMR spectroscopy; MS spectrometry; HPLC chromatography.


J.Serb.Chem.Soc. 67(6)407–413(2002) 
UDC 547.21:519.177+547.2
JSCS – 2961
Original scientific paper

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Chemical applications of the Laplacian spectrum. VI. On the largest Laplacian eigenvalue of alkanes

IVAN GUTMAN, DUSICA VIDOVIC and DRAGAN STEVANOVIC*

Faculty of Science, University of Kragujevac, P.O. Box 60, YU-34000 Kragujevac, and
*Department ofMathematics, Faculty of Science, University of Nis, Yugoslavia

(Received 28 February 2002)
The largest Lapacian eigenvalue m1 of the molecular graph is a quantity important in the theory of the photoelectron spectra of saturated hydrocarbons. It is shown that in the case of alkanes, the presence or absence of quaternary carbon atoms is the main structural feature on which m1 depends. Within sets of all alkanes with a given number of carbon atoms the species (with and without quaternary carbons atoms) whose m1-values are minimal and maximal are determined.

Keywords: Laplacian spectrum, molecular graph, alkanes.


J.Serb.Chem.Soc. 67(6)415–423(2002) 
UDC 661.692-034+54-74:537.5
JSCS – 2962 
Original scientific paper

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Far-infrared spectroscopy of PbTe doped with iron

P. M. NIKOLIC, K. RADULOVIC, D. VASILJEVIC-RADOVIC, V. BLAGOJEVIC*, B. MILOSAVLJEVIC** and Z. DOHCEVIC-MITROVIC***

Institute of Technical Science of SASA, P. O. Box 315, YU-11000 Belgrade,
*Faculty of Electrical Engineering, Belgrade University, P. O. Box 35-54, YU-11120 Belgrade,
**Institute of Copper, Department for Chemical and Technical Control, Bor and
***Institute of Physics, P. O. Box 75, YU-11000 Belgrade, Yugoslavia

(Received 26 February 2002)
Far infrared reflection spectra, at room and liquid nitrogen temperature, of PbTe single crystals doped with iron are presented. Plasma minima were observed at about 160 cm–1 and 180 cm–1 for room and liquid nitrogen temperature, respectively. Using the reflectivity diagrams and their minima, the values of the hole concentrations and their mobility at both temperatures were calculated and compared with galvanomagnetic measurements. All these results indicated that when PbTe is doped with a small concentration of Fe, the hole concentration is reduced by one order of magnitude and the free carrier mobility is larger when compared to pure PbTe.

Keywords: lead telluride, doped, infrared spectroscopy, plasma.


J.Serb.Chem.Soc. 67(6)425-436(2002)
UDC 546.175:541.13+669.112.227
JSCS – 2963
Original scientific paper

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Comparison of the influence of nitrate ions on the electrochemical behaviour of iron and carbon steels in sulphate solutions

HOUYI MA*, SHENHAO CHEN*,**, CHAO YANG*** and JINGLI LUO***

*Department of Chemistry, Shandong University, Jinan, 250100, P. R. China,
**State Key Laboratory for Corrosion and Protection of Metal, Shenyang, 110015, P. R. China and
***Department of Chemical and Materials Engineering, University of Alberta, Edmonton, Alberta, Canada, T6G 2G6

(Received 21 January 2002)
The effect of nitrate ions on the electrochemical behaviour of iron (ferrite) and two carbon steels (martensite and pearlite) in sulphate solutions of different pH values was investigated by cyclic voltammetry, polarization and electrochemical impedance spectroscopy. The pitting inhibiting effect of nitrate ions on ferrite in sulphate media is pH dependent. Nitrate ions were unable to inhibit the pitting on ferrite in neutral sulphate solutions, but did effectively protect passivated ferrite from pitting in acidic sulphate solutions. No pitting occurred on the surface of the martensite and pearlite specimens in sulphate solutions, regardless of the pH of the solutions. At the open-circuit corrosion potentials, the three materials underwent general corrosion. The impedance spectra for the three materials measured in neutral sulphate solutions containing nitrates and chlorides at the corrosion potentials all showed a capacitive loop, while in acidic sulphate solutions their impedance spectra were greatly reduced in size and displayed at least a low frequency impedance loop (inductive or capacitive loop) besides the well-known high frequency capacitive loop. The variation of the impedance behaviour with pH is explained.

Keywords: pitting, general corrosion, passive film, cyclic voltammogram, polarization curves.


J.Serb.Chem.Soc. 67 (6)437–443(2002) 
UDC 535.312+669.248:535.361.2
JSCS – 2964
Original scientific paper

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Reflection and structural characteristics of semi-bright and mirror bright nickel coatings

NEBOJSA D. NIKOLIC, ZLATKO RAKOCEVIC*, DEJAN R. DJUROVIC* and KONSTANTIN I. POPOV**

ICTM – Institute of Electrochemistry, Njegoseva 12, P. O. Box 473, YU-11001 Belgrade,
*Vinca Institute of Nuclear Sciences, P. O. Box 522, YU-11001 Belgrade and
**Faculty of Technology and Metallurgy, Karnegijeva 4, P. O. Box 3503, YU-11001 Belgrade, Yugoslavia

(Received 28 January, revised 11 February 2002)
The reflection and structural characteristics of the nickel coatings obtained in the presence of a basic brightening addition agent only, and of both a basic and top brightening addition agent are examined. It is shown that the nickel coating obtained in the presence of both a basic and top brightening addition agent fulfilled the conditions to be characterized as a mirror bright metal surface. The nickel coating obtained in the presence of a basic brightening addition agent only is characterized as a semi-bright metal surface.

Keywords: bright nickel coatings, STM technique, X-ray diffraction analysis.


J.Serb.Chem.Soc. 67 (6)445–455(2002) 
UDC 669.268:681.652.3:655.344
JSCS – 2965
Original scientific paper

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The influence of electroless plated chromium on printing properties of aluminum offset printing plate

P. M. ZIVKOVIC, S. JOVANOVIC, N.M. ILIC* and K. I. POPOV

Faculty of Technology and Metallurgy, Karnegijeva 4, P. O. Box 35-03, YU-11001, Belgrade and
*Vinca Institute of Nuclear Sciences, P. O. Box 522, YU-11001, Belgrade, Yugoslavia

(Received 21 January, revised 25 February 2002)
A method for the improvement of the printing properties of offset printing forms is presented. Specimens of technical aluminum were electrochemically roughened and treated in different alkaline solutions of chromium chloride in order to chemically deposit a chromium layer. The composition of the surface layer was investigated by EDAX. Chromium was found on the specimens that had been treated in an alkaline solution of chromium chloride, while no chromium was found on chemically untreated specimens or on specimens that had been treated in an alkaline solution without chromium chloride. The spectral reflectance from treated and non-treated specimens was also measured. The chromium-treated specimens were brighter than the non-chromium-treated ones. The wettability of the chromium-treated samples was compared with the wettability of the non-chromium treated samples by measuring the contact angle with water and the wetted area. The chromium-treated samples showed increased wettability compared with the non-chromium-treated samples.A printing test was performed under real printing conditions. Control prints was analyzed densitometrically and statistically. The chromium-treated printing forms gave clearer prints than the non-chromium-treated printing forms under all printing conditions.

Keywords: aluminum, chromium, electroless deposition, printing plates.


J.Serb.Chem.Soc. 67 (6)457–463(2002) 
UDC 66.095:253-927.5:547.5:541.128
JSCS – 2966
Original scientific paper

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The analysis of the kinetics of extraction of resinoids and hypericines from the amber, Hypericum perforatum L.

ANDRIJA A. SMELCEROVIC, SINISA M. DJORDJEVIC*, ZIKA D. LEPOJEVIC** and DRAGAN T. VELICKOVIC***

Chemical Industry "Nevena", Djordja Stamenkovica b.b., YU – 16000 Leskovac,
*Faculty of Technology, Bulevar Oslobodjenja 124, YU – 16000 Leskovac,
**Faculty of Technology, Bulevar Cara Lazara 1,YU – 21000 Novi Sad and
***Pharmaceutical and Chemical Industry "Zdravlje", Vlajkova 199, YU – 16000 Leskovac, Yugoslavia

(Received 28 September 2001, revised 4 February 2002)
The kinetics of the extraction of the overall extracted materials (resinoids), total hypericine, hypericine and pseudohypericine from amber (Hypericum perforatum L.) was investigated by the procedure of maceration both with and without ultra-sound, using methanol as the extractant. It was found that the period of fast extraction with intensification of the extraction of resinoid by ultra-sound was significantly shorter (about 20 minutes) than was needed for the extraction without ultra-sound (about 5 h). Similar results were also obtained for the extraction of the other tested substances. It can be concluded that better drug exploitation can be achieved in a much shorter extraction time by intensification of the extraction using ultra-sound. By preparation of herbal material through pulverization, a significant grade of herbal tissue structure disintegration was achieved, so that turbulent mass transfer plays a dominant role in the extraction. The results show that the coefficient values of fast extraction
(b) are approximately the same for all the investigated kinetics.

Keywords: Hypericum perforatum L., kinetics of extraction, resinoids, total hypericine,hypericine, pseudohypericine.


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