JSCS Vol 78, No. 6

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J. Serb. Chem. Soc. 78 (6) 759–768 (2013)

UDC 547.21.024+547.313+547.53.024:66.095.253.094.48:66.095.11; JSCS–4455; doi: 10.2298/JSC120501015A Original scientific paper

 

Synthesis of five- and six-membered 1,3,3-trimethyl-2-(trimethylsilyl)cycloalkenes: a novel preparation of alkyl/alkenyl/aryl 2,5,5-trimethyl-1-cyclopentenyl ketones

MANJUNATHA A. VENKATESHA and HARIPRASAD SURESH

Department of Chemistry, Central College CAMpus, Palace Road, Bangalore University, Bangalore – 560001, India

 

(Received 1 May, revised 1 December 2012)

1,3,3-trimethyl-2-(trimethylsilyl)cyclopentene and 1,3,3-trimethyl-2-(trimethylsilyl)cyclohexene were prepared in good yields by the WurtzFittig coupling reaction of the corresponding 2-iodo-1,3,3-trimethylcyclopentene and 2-chloro-1,3,3-trimethylcyclohexene with metallic sodium and chlorotrimethylsilane in anhydrous ether solvent. The FriedelCrafts acylation reaction of 1,3,3-trimethyl-2-(trimethylsilyl)cyclopentene with six different acid chlorides and the novel preparation of six alkyl/alkenyl/aryl 2,5,5-trimethyl-1-cyclopentenyl ketones are reported.

 

Keywords: cyclic vinylsilanes; anionic synthons; WurtzFittig reaction; FriedelCrafts acylation; β-silyl effect.

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J. Serb. Chem. Soc. 78 (6) 769–779 (2013)

UDC 547.815+539.12:546.723’722+542.913+544.351–145.82; JSCS–4456; doi: 10.2298/JSC120624156G Original scientific paper

 

Fe3O4 nanoparticles: a highly efficient and easily reusable catalyst for the one-pot synthesis of xanthene derivatives
under solvent-free conditions

MOHAMMAD ALI GHASEMZADEH, JAVAD SAFAEI-GHOMI and SAFURA ZAHEDI*

Department of Chemistry, Qom Branch, IslAMic Azad University, Qom, I. R. Iran
*Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, 51167-Kashan, I. R. Iran

 

(Received 24 June, revised 9 December 2012)

Magnetically separable Fe3O4 nanoparticles supply an environmentally friendly procedure for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene and 1,8-dioxooctahydroxanthene derivatives. These compounds were obtained in high yields and short reaction times by the reaction of dimedone and 2-naphthol with various aromatic aldehydes under solvent-free conditions. The catalyst could be easily recovered using an external magnet and reused for six cycles with almost consistent activity.

 

Keywords: xanthenes, nanoparticles, solvent-free condition, magnetic catalyst, Fe3O4.

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J. Serb. Chem. Soc. 78 (6) 781–794 (2013)

UDC *Yarrowia lipolytica+577.15:665.327.3:628.4.038; JSCS–4457; doi: 10.2298/JSC120905005M Original scientific paper

 

Lipase production by Yarrowia lipolytica using olive oil processing wastes as substrates

OMAR A. S. MOFTAH, SANJA Ž. GRBAVČIĆ*, WALID A. S. MOFTA**, NEVENA D. LUKOVIĆ, OLIVERA L. PRODANOVIĆ***, SONJA M. JAKOVETIĆ and ZORICA D. KNEŽEVIĆ-JUGOVIĆ

Department of Biochemical Engineering and Biotechnology, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia

*Innovation Center, Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11000 Belgrade, Serbia

**Department of Environmental Management, Faculty of Applied Ecology, Singidunum University, Belgrade, Serbia

***Institute for Multidisciplinary Research, University of Belgrade, Kneza Višeslava 1, 11030 Belgrade, Serbia

 

(Received 5 September 2012, revised 11 January 2013)

In this study, the solid and liquid wastes from the olive oil processing industry were evaluated as substrates for Yarrowia lipolytica growth with the aim of lipase production. Olive mill wastewater and olive oil cake seemed to provide the necessary nutrients and physical support for yeast growth and enzyme production. The highest lipolytic activity of 850 IU dm-3 was achieved after 4 days of submerged cultivation in supplemented olive mill wastewater. In addition, olive oil cake appeared to be a convenient substrate for lipase production under a solid-state fermentation mode. Lipase production was further improved by media supplementation and/or change in the physical settings of the experiment. However, the most significant improvement of lipase production under solid-state fermentation was achieved by an alkaline treatment of the substrate (more than 10-fold), when the AMount of produced lipase reached up to ≈40 IU g-1 of substrate.

 

Keywords: olive oil cake; olive mill wastewater; Yarrowia lipolytica; solid-state fermentation; lipase production.

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J. Serb. Chem. Soc. 78 (6) 795–804 (2013)

UDC 542.9+547.571+547.551:547.864+547.821+546.13:543.552:543.42; JSCS–4458; doi: 10.2298/JSC120524151Y Original scientific paper

 

Synthesis, spectroscopic studies and electrochemical properties of Schiff bases derived from 2-hydroxy aromatic aldehydes and phenazopyridine hydrochloride

SULTAN YAGMUR, SELEHATTIN YILMAZ, GULSEN SAGLIKOGLU, MURAT SADIKOGLU*, MUSTAFA YILDIZ and KAMRAN POLAT**

Canakkale Onsekiz Mart University, Faculty of Science and Arts, Department of Chemistry, 17020, Canakkale, Turkey

*Gaziosmanpasa University, Faculty of Education, Department of Science Education, 60100, Tokat, Turkey

**Ankara University, Faculty of Science, Department of Chemistry, 06100, Ankara, Turkey

 

(Received 24 May, revised 13 December 2012)

Novel Schiff bases 14 were synthesized by the reaction of 2-hydroxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde, 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy-1-naphthaldehyde with phenazopypridine hydrochloride (PAP), respectively, and their structures were elucidated by means of spectroscopic techniques. The electrochemical reduction of PAP and its Schiff bases (14) were realized on a glassy carbon electrode (GCE) in dimethyl sulfoxide (DMSO) using the cyclic voltAMmetric (CV) technique. The effect of functional groups on reduction potential of the Schiff bases was investigated. A general electrochemical reduction mechanism of the compounds is suggested.

 

Keywords: phenazopyridine hydrochloride; Schiff base; spectroscopy; voltAMmetry.

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J. Serb. Chem. Soc. 78 (6) 805–810 (2013)

UDC 532.74:515.12:519.17:54; JSCS–4459; doi: 10.2298/JSC121002134G; Original scientific paper

 

Testing the quality of molecular structure descriptors. Vertex–degree-based topological indices

IVAN GUTMAN and JELENA TOŠOVIĆ

Faculty of Science, University of Kragujevac, P. O. Box 60, 34000 Kragujevac, Serbia

 

(Received 2 October 2012)

The correlation abilities of 20 vertex–degree-based topological indices occurring in the chemical literature were tested for the case of standard heats of formation and normal boiling points of octane isomers. It is found that the correlation ability of many of these indices is either rather weak or nil. The augmented Zagreb index and the atom-bond connectivity index yield the best results.

 

Keywords: topological index; molecular structure descriptor; vertex–degree-based topological index; molecular graph; chemical graph theory.

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J. Serb. Chem. Soc. 78 (6) 811–826 (2013)

UDC 546.92+544.723+544.4:536–33; JSCS–4460; doi: 10.2298/JSC120912150M; Original scientific paper

 

Comparison of the adsorption by rice hulls and Lewatit TP 214 of platinum from chloroplatinic solution

MEHMET HAKAN MORCALI, BIHTER ZEYTUNCU and ONURALP YUCEL

Istanbul Technical University, Faculty of Chemical and Metallurgical Engineering, Maslak, 34469, Istanbul, Turkey

 

(Received 12 September, revised 1 December 2012)

Rice hulls, a biomass waste product, and Lewatit TP 214, a thiosemicarbazide sorbent, were investigated as adsorbents for the adsorption of platinum(IV) ions from synthetically prepared dilute chloroplatinic acid solutions. The rice hulls were characterized by attenuated total reflection-Fourier transform infrared spectroscopy (ATR-FTIR). The effects of the different adsorption parAMeters, sorbent dosage, contact time, temperature and pH of the solution on the percent adsorption were studied in detail for batch sorption. The adsorption equilibrium data were best fitted with the Langmuir isotherm model. The maximum monolayer adsorption capacities, Qmax, at 25 °C were found to be 42.02 and 33.22 mg g-1 for the rice hulls and Lewatit TP 214, respectively. ThermodynAMic calculations using the measured ΔH°, ΔS° and ΔG° values indicated that the adsorption process was spontaneous and endothermic. The pseudo-first-order and pseudo-second-order rate equations were investigated; the adsorption of platinum ions for both sorbents was found to be described by the pseudo-second-order kinetic model. The kinetic rate, k2, using 30 mg sorbent at 25 °C was found to be 0.0289 and 0.0039 g min-1 mg-1 for the rice hulls and Lewatit TP 214, respectively. The results indicated that the rice hulls could be effectively used for the removal of platinum from aqueous solution.

 

Keywords: adsorption; platinum; rice hulls; kinetics; isotherm.

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J. Serb. Chem. Soc. 78 (6) 827–838 (2013)

UDC 547.756:66.095.252.091.7:543.552; JSCS–4461; doi: 10.2298/JSC120810117S; Original scientific paper

 

Synthesis and electrochemical characterization of substituted indolizine carboxylates

MARIA-LAURA SOARE, ELEONORA-MIHAELA UNGUREANU, EMILIAN GEORGESCU* and LIVIU BIRZAN**

Faculty of Applied Chemistry and Material Sciences, University “Politehnica” of Bucharest, 1–7 Polizu Str., 011061, Bucharest, Romania

*Research Center Oltchim, Uzinei Street 1, 240050, RAMnicu Valcea, Romania

**Institute of Organic Chemistry “C. D. Nenitzescu” of the Romanian Academy, Splaiul Independentei 202B, P. O. Box 15-258, 71141 Bucharest, Romania

 

(Received 10 August, revised 15 October 2012)

This work was devoted to the synthesis and characterization of new indolizine derivatives. Particular attention was paid to electrochemical investigations by cyclic voltAMmetry and differential pulse voltAMmetry. The redox processes for each compound were established, analyzed and assigned to the particular functional groups at which they occur. This assignment was based on detailed comparisons between the electrochemical behaviour of the compounds, the similarities in their structure, as well as substituent effects.

 

Keywords: indolizine derivatives; cycloaddition; cyclic voltAMmetry; differential pulse voltAMmetry.

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J. Serb. Chem. Soc. 78 (6) 839–850 (2013)

UDC 547.466+543.544.5.068.7:641.3.002.2; JSCS–4462; doi: 10.2298/JSC120712144J; Original scientific paper

 

Validation of an HPLC method for the determination of AMino acids in feed

IGOR JAJIĆ, SAŠA KRSTOVIĆ, DRAGAN GLAMOČIĆ, SANDRA JAKŠIĆ* and BILJANA ABRAMOVIĆ**

Faculty of Agriculture, University of Novi Sad, Trg D. Obradovića 8, 21000 Novi Sad, Serbia

*Scientific Veterinary Institute, Rumenački put 20, 21000 Novi Sad, Serbia

**Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, 21000 Novi Sad, Serbia

 

(Received 12 July, revised 17 October 2012)

The subject of this study was the validation of a high-performance liquid chromatography method for the analysis of AMino acids in fodder. The contents of AMino acids were determined in maize, soybean, soybean meal, as well as in their mixtures enriched with different AMounts of methionine, threonine and lysine. The method involved the acid hydrolysis of the sAMple (6 h at 150 °C), automated derivatisation of the AMino acids with the aid of o-phthaldialdehyde and 9-fluorenylmethyl chloroformate reagents, separation on a ZORBAX Eclipse-AAA column and detection using a diode-array detector. The method is characterized by high specificity (the difference between the retention times of the fodder sAMples and standard mixtures were below 1.7 %), wide linear range (from 10 to 1000 nmol cm-3, r2 = 0.9999), high accuracy (recovery 93.3–109.4 %), and the precision of the results (RSD below 4.14 % in the case of repeatability and below 4.57 % in the case of intermediate precision). The limit of detection and the limit of quantification were in the ranges 0.004–1.258 µg cm-3 and 0.011–5.272 µg cm-3, respectively. The results demonstrated that the procedure could be used as a method for the determination of the composition of primary AMino acids of fodder proteins.

 

Keywords: AMino acids; feed; liquid chromatography; method validation.

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J. Serb. Chem. Soc. 78 (6) 851–863 (2013)

UDC 66.095.26:55:66.046.59:544.032.1:539.4; JSCS–4463; doi: 10.2298/JSC121024001N; Original scientific paper

 

Compressive strength and hydrolytic stability of fly ash-based geopolymers

IRENA NIKOLIĆ, DIJANA ĐUROVIĆ*, RADOMIR ZEJAK**, LJILJANA KARANOVIĆ***, MILENA TADIĆ, DRAGOLJUB BLEČIĆ and VELIMIR R. RADMILOVIĆ****

University of Montenegro, Faculty of Metallurgy and Technology, Džordža Vašingtona bb, 81000 Podgorica, Montenegro

*Institute of Public Health of Montenegro, Džona Džeksona bb, 81000 Podgorica, Montenegro

**University of Montenegro, Faculty of Civil Engineering, Džordža Vašingtona bb, 81000 Podgorica, Montenegro

***Laboratory of Crystallography, Faculty of Mining and Geology, University of Belgrade, Đušina 7, 11000 Belgrade, Serbia

****Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

 

(Received 24 October 2012, revised 1 January 2013)

The process of geopolymerization involves the reaction of a solid aluminosilicate material with a highly alkaline silicate solution that yields an aluminosilicate inorganic polymer nAMed a geopolymer, which may be successfully applied in civil engineering as a replacement for cement. In this study, the influence of the synthesis parAMeters: solid to liquid ratio, NaOH concentration and the ratio of Na2SiO3/NaOH, on the mechanical properties and hydrolytic stability of fly ash-based geopolymers in distilled water, sea water and simulated acid rain, were investigated. The highest value of compressive strength was obtained using 10 mol dm-3 NaOH and at a Na2SiO3/ /NaOH ratio of 1.5. Moreover, the obtained results showed that the mechanical properties of fly ash-based geopolymers are in correlation with their hydrolytic stability, i.e., factors that increase the compressive strength also increase the hydrolytic stability of fly ash-based geopolymers. The best hydrolytic stability of the fly ash-based geopolymers was shown in seawater while the lowest stability was recorded in simulated acid rain.

 

Keywords: geopolymerization; fly ash; compressive strength; hydrolytic stability.

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J. Serb. Chem. Soc. 78 (6) 865–872 (2013)

UDC 536.247+532.2:66.011:544.275–128:544.032.4; JSCS–4464; doi: 10.2298/JSC121002012G; Original scientific paper

 

Correlation of liquid–liquid equilibria of non-ideal binary systems using the non-random, two-liquid model

NIKOLA D. GROZDANIĆ, MIRJANA LJ. KIJEVČANIN, ZORAN P. VIŠAK*, DUŠAN K. GROZDANIĆ and SLOBODAN P. ŠERBANOVIĆ

1Faculty of Technology and Metallurgy, University of Belgrade, Karnegijeva 4, 11120 Belgrade, Serbia

*Centro de Química Estrutural, Instituto Superior Tecnico, Universidade Técnica de Lisboa, Av. Rovisco Pais 1, 1049-001 Lisboa, Portugal

 

(Received 2 October 2012, revised 30 January 2013)

The non-random, two-liquid (NRTL) model with three different forms of temperature dependant parAMeters was used to correlate the liquid–liquid equilibrium data for systems of alcohols with alkanes, and alcohols with two ionic liquids: 1–butyl-2,3-dimethylimidazolium tetrafluoroborate ([bmmim][BF4]) and 1-butyl-3-ethylimidazolium tetrafluoroborate ([beim][BF4]). Different temperature dependences of the NRTL parAMeters were tested on thirteen literature experimental liquid–liquid equilibrium data for binary systems.

 

Keywords: liquid – liquid equilibria, NRTL model, optimization, ionic liquids, modeling.

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J. Serb. Chem. Soc. 78 (6) 873–881 (2013)

UDC 66.021.3+66.021.4+542.9:621.3.013.1; JSCS–4465; doi: 10.2298/JSC120709100K; Original scientific paper

 

An analytical solution to the problem of radiative heat and mass transfer over an inclined plate at a prescribed heat flux with chemical reaction

HITESH KUMAR

Department of Information Technology, IBRI College of Technology, Ibri, P. O. Box 466, Oman

 

(Received 9 July, revised 24 September 2012)

A steady lAMinar flow of viscous electrically conducting incompressible fluid over a semi-infinite inclined porous plate, which was at a prescribed heat flux, with radiation, heat generation and chemical reaction is presented in this manuscript. The analytical solutions for velocity, concentration and temperature were found in terms of an exponential function. The effects of various parAMeters, such chemical reaction, thermal Grashof number, radiation parAMeter, angle of inclination, etc., on the velocity and temperature are presented graphically.

 

Keywords: heat transfer; mass transfer; heat flux; heat generation; concentration; inclined wall; chemical reaction.

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J. Serb. Chem. Soc. 78 (6) 883–895 (2013)

UDC 552.5:631.872+547.992:544.722.132+547.1; JSCS–4466; doi: 10.2298/JSC120706104T; Original scientific paper

 

Lindane sorption and desorption behaviour on sediment organic matter

JELENA S. TRIČKOVIĆ, IVANA I. IVANČEV-TUMBAS, MARIJANA M. KRAGULJ, MILJANA Đ. PRICA*, DEJAN M. KRČMAR, ALEKSANDAR D. NIKOLIĆ and BOŽO D. DALMACIJA

1University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia

*University of Novi Sad, Faculty of Technical Sciences, Trg Dositeja Obradovića 6, 21000 Novi Sad, Serbia

 

(Received 6 July, revised 8 October 2012)

The work is concerned with the sorption and desorption behaviours of lindane on four humic acid fractions (HAs) and two humin fractions, sequentially extracted from Ludas Lake sediment. All sorption isotherms fitted to the Freundlich model were nonlinear. The isotherm linearity increased from 0.757 for the first extracted HA to 0.944 for the ninth HA, showing a positive correlation with the atomic H/C ratio, while a negative correlation between the sorption coefficient and aliphaticity of the isolated HAs was observed. It was shown that the sorption processes may be strongly influenced by the physical conformation of and accessibility to sediment organic matter (SOM), as demonstrated by the high Koc and low n values of the humin sAMples. Despite exhibiting the most nonlinear sorption isotherms, humin sAMples did not show a pronounced sorption–desorption hysteresis, while the most significant hysteresis was observed for the three HA sAMples. These results support the hypothesis that the aromatic domains in SOM influence strongly the sorption and desorption behaviour of lindane. The findings obtained in this study may be helpful in understanding the distribution, transport and fate of lindane in soils and sediments.

 

Keywords: sediments; humic acid; humin; hydrophobic organic compounds; hysteresis.

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J. Serb. Chem. Soc. 78 (6) 897–905 (2013)

UDC 547.972.1+544.526.5+542.92+544.526.5+546.47’221.1; JSCS–4467; doi: 10.2298/JSC120716141S; Original scientific paper

 

Photocatalytic degradation of Rose Bengal using semiconducting zinc sulphide as the photocatalyst

SHWETA SHARMA, RAKSHIT AMETA*, R. K. MALKANI and SURESH C. AMETA*

Department of Chemistry, M. L. Sukhadia University, Udaipur-313002 (Rajasthan), India

*Department of Chemistry, Pacific College of Basic &AMp; Applied Sciences, PAHER University, Udaipur-313001 (Rajasthan), India

 

(Received 16 July, revised 6 December 2012)

Various semiconductors have been used as photocatalysts for the removal of different dyes from their aqueous solutions. Zinc sulphide semiconductor was used in the present investigation as a photocatalyst for the removal of Rose Bengal dye. Effect of different parAMeters that affect the rate of reaction, such as pH, concentration of dye, AMount of semiconductor and light intensity were studied. A mechanism is proposed in which hydroxyl radicals are shown as the active oxidizing species.

Keywords: semiconductor; photocatalyst; Rose Bengal; zinc sulphide; hydroxyl radical.

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J. Serb. Chem. Soc. 78 (6) 907 (2013)

 

Erratum (printed version only)

Issue No. 5 (2013), Vol. 78, paper No. JSCS-4442:

– page 611, line 6 from above should read: (Received 20 May, revised 8 July 2012)

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