Available online at wwwpelagiaresearchlibrarycom Advances in Applied Science Research, 216, 7(3):12-126 ISSN: 976-861 CODEN (USA): AASRFC Determination of refractive index, density, molar refraction and polarizability constant of substituted N,N -bis(salicyliden)-arylmethanediamines in different binary mixture refractometrically A S Chandami, P P Choudhari and M P Wadekar* Applied Chemistry Division, Govt Vidarbha Institute of Science and Humanities, Amravati, (MS), India ABSTRACT The molecular interactions in the solution are studied with the help of refractometric measurements The densities and refractive index measurement of substituted N,N -bis(salicyliden)-arylmethanediamines in two different solvents were performed The experimental data so obtained used in the determination of molar refraction () and polarizability constant (α) of substituted-n,n -bis(salicyliden)-arylmethanediamines drug Keywords: substituted N,N -bis(salicyliden)-arylmethanediamine, densites, refractive index, molar refraction and polarizability constant INTRODUCTION The refractive index or index of refraction (n D ) is one of the physicochemical properties of substances (optical medium) The refractive index can provide information for us about the behavior of light Thomas Young was presumably the person who first used, and invented, the name "index of refraction", in 187 When light passes through the different substances its velocity decreases by increasing of the refractive index of these substances It can be due to interaction between molecules of components in substrate and effect of these interactions on light Also in the most substrates, the refractive index decreases by increasing of the temperature The interaction between molecules decreases as the temperature increases The refractive index of different substrates measures with refractometers The refractometric study of substituted aminopyrimidine in polar solvents were performed[1]the refractive index increment (dn/dc) of molecule and macromolecule solutions by surface plasmon resonance was determined[2] Measurements of the refractive indices and refractive index increment of a synthetic polymethyl-methacrylate (PMMA) solutions at 488 nm were reported[3]certain report was published on the interferometric measurements of refractive index increment of polymer solutions[4] Refractive index, density, molar refraction and polarizability constant of substituted 2,3-dihydroquinazolin-4(1H)-ones in different binary mixtures were published[5] Several reports were available on the refractomtric study of many compounds [6-9] Density and refractive index for substituted-2,3-dihydroquinazolin- 4(1H)-ones have been measured in binary mixtures with different composition, percentage, and at constant ligand of 1M was known[1] The molecular interactions of human mixtard insulin with an antibiotic was performed by viscometric, ultrasonic and refractometric studies[11] 12
M P Wadekar et al Adv Appl Sci Res, 216, 7(3):12-126 The ligand N,N -bis(salicyliden)-arylmethanediamines having imine linkage The organic molecules, having azomethine linkage (C=N), are prevalently known as Schiff bases after Hugo Schiff[12] Schiff s bases are flexible ligands, also known as imine or azomethine, having spacious applications in various fields of human interests They are widely used for industrial purposes and also exhibit a broad range of biological activities[13] The physical characterization and biological evaluation of some Schiff base complexes with metals including Co, Cu, Ni were reported[14] It is reported that azomethines show signs of a number of biological activities and plays an important role in the regulation of many biochemical processes[15] Compounds having imine linkage posses the antimalarial properties[16]the antimicrobial activity of Schiff bases were also mentioned[17]there are many reports were presented on the anti-inflammatory properties of compounds having imine linkage[18]some Schiff bases were found to posses anti-inflammatory as well as analgesic properties[19] Schiff base derivatives have attracted continuing interest because of their varied applications to controlled paste and insect[2] Cis- Dioxomolybdenum(VI) Schiff base Complex shows the potent insecticidal activity[21] The present investigation deals with the determination of refractive index, density, molar polarisation and polarisability constant of substituted N,N -bis(salicyliden)-arylmethanediamines in two different solvents in various percentage H C N Ar N C H OH HO Ligand A (L A ) = N,N -bis(salicyliden)-arylmethanediamine Ligand B (L B ) = N,N -bis(salicyliden)-furylmethanediamine Ligand C (L C ) = N,N -bis(salicyliden)-nitroarylmethanediamine Ligand D (L D ) = N,N -bis(salicyliden)-anisylmethanediamine L A : Ar = -C 6 H 5 L B : Ar = -C 4 H 4 O L C : Ar = -C 6 H 5 NO 2 L D : Ar = -C 6 H 5 OCH 3 MATERIALS AND METHODS The refractive indices of solvent mixture and solutions were measured by Abbe s refractometer (±1) Initially, the refractometer was calibrated with glass piece (n=1522) provided with the instrument For evaluating the molar refraction and polarizability constant of the compounds, prepared the solution of 2%, 4%, 6%, 8% and % in DMF-Water, Ethanol-Water, mixture by adding accurately weighed substituted N,N bis(salicyliden)- arylmethanediamine at, 27± 1 C The temperature was maintained by using the thermostat The data obtained was used to compute intermolecular interactions The refractrometric readings were taken as described in literature[22] The substituted bis schiff bases ligands used for the study were synthesized by standard method[23] RESULTS AND DISCUSSION The molar refraction of solvent - water mixtures are determined from- R S-W = X 1 R 1 + X 2 R 2 (1) Where, R 1 and R 2 are molar refractions of solvent and water respectively The molar refraction of solutions of ligand in solvent-water mixtures are determined from- = + (2) 121
M P Wadekar et al Adv Appl Sci Res, 216, 7(3):12-126 Where, n is the refractive index of solution, d is the density of solution, X 1 is mole fraction of solvent, X 2 is mole fraction of water and X 3 is mole fraction of solute, M 1, M 2 and M 3 are molecular weights of solvent, water and solute respectively The molar refraction of ligand is calculated as R lig = R mix R s w (3) The polarizability constant (α) of ligand is calculated from following relation- R lig = 4/3 πnoα (4) Where, No is Avogadro s number Table 1: Values of molar refraction of different composition of solvents % of solvent mixture Molar Refraction [] DMF Ethanol 2% 17959 124983 4% 16494 11539 6% 151196 11181 8% 117214 78878 % 45214 4267 Table 2: The values of refractive index (n), density (d), molar refraction () and polarizability constant (α) at 3K in DMF Conc in % Constant ligand system(1m) with change in DMF percentage Refractive index (n) Density (d) gm/cm 3 x1 3 cm 3 /mol α x1-23 cm 3 Ligand L A 2 1356 9861 6212 23877 4 1377 987 76268 288 6 1385 9892 747753 29653 8 1391 153 76184 321 1423 1213 815767 323 Ligand L B 2 1355 9849 553196 21938 4 1378 9955 64746 25659 6 1381 996 678135 26892 8 141 166 73111 28993 1427 997 779739 3922 Ligand L C 2 1357 9844 68418 27129 4 1378 9949 797411 31622 6 1392 996 85759 33988 8 1414 9972 917476 36384 1425 9895 958443 388 Ligand L D 2 1356 9822 658723 26122 4 1378 9924 769773 3526 6 1393 9927 82988 3297 8 1414 163 875379 34714 1428 9895 928448 36819 In the present study the molar refraction, polarizability constant and refractive indices of above mentioned ligands in the different percentage ie 2%, 4%, 6%, 8%, % of DMF and ethanol solvents were performed at 3K The experimental data so obtained showed that the molar refraction (), increases as the percentage of organic solvent increases The values of DMF and ethanol are summarized in table 1 The same trend was observed for the polarizability constant(α) of compound; the values of polarizability constant found to increases as the percentage of solvent increases This may happened due to increase in dielectric constant of medium with and also considerable dipole association (intermolecular attraction) take place, which would be accompanied by increases in polarizability The refractive index, density, molar refraction and polarizability constant of substituted-n,n - 122
M P Wadekar et al Adv Appl Sci Res, 216, 7(3):12-126 bis(salicyliden)-arylmethanediamine drugs are mentioned in table 2 and 3 for DMF and ethanol solvent respectively Fig1-1 represent plot of vs percentage of both the solvents Table3: The values of refractive index (n), density (d), molar refraction () and polarizability constant (α) at 3K in Ethanol Concin % Constant ligand system(1m) with change in Ethanol percentage Refractive index (n) Density (d) gm/cm 3 x1 3 cm 3 /mol α x1-23 cm 3 Ligand L A 2 1346 9619 596151 236 4 1356 9374 71312 278 6 1361 9115 76281 32 8 1363 887 87499 32 1364 8516 847841 336 Ligand L B 2 1345 9297 567455 225 4 1359 9255 659743 262 6 1361 964 74693 279 8 1363 8873 738582 293 1364 856 77735 38 Ligand L C 2 1345 9624 67417 267 4 1355 944 791665 314 6 136 995 863253 342 8 1363 8859 91182 362 1365 8538 96338 382 Ligand L D 2 1354 9255 69131 274 4 136 9198 789246 313 6 1361 8935 848163 336 8 1364 879 895181 355 1365 8491 932284 37 Graphical representation of molar refraction () versus change in DMF solvent percentage at constant (1M) of ligand Fig-1: Plot of Vrs percentage of DMF solvent at constant (1M) ligand L A Fig-2: Plot of Vrs percentage of DMF solvent at constant (1M) ligand L B 1 1 123
M P Wadekar et al Adv Appl Sci Res, 216, 7(3):12-126 Fig-3: Plot of Vrs percentage of DMF solvent at constant (1M) ligand L C Fig-4: Plot of Vrs percentage of DMF solvent at constant (1M) ligand L D 1 1 145 13 115 85 7 55 4 Fig-5: Comparative plot of Vrs percentage of DMFsolvent at constant (1M) for all ligands 2 4 6 8 12 A B C D Graphical representation of molar refraction () versus change in Ethanol solvent percentage at constant (1M) of ligand Fig-6 : Plot of Vrs percentage of Ethanol solvent at constant (1M) ligand L A Fig-7 : Plot of Vrs percentage of Ethanol solvent at constant (1M) ligand L B 1 1 124
M P Wadekar et al Adv Appl Sci Res, 216, 7(3):12-126 Fig-8 : Plot of Vrs percentage of Ethanol solvent at constant (1M) ligand L C Fig-9 : Plot of Vrs percentage of Ethanol solvent at constant (1M) ligand L D 1 1 145 13 115 85 7 55 4 Fig-1: Comparative plot of Vrs percentage of Ethanol solvent at constant (1M) for all ligands 2 4 6 8 12 A B C D CONCLUSION The values of molar refraction and polarizibility constant of substituted N,N -bis(salicyliden)-arylmethanediamine by using 2%, 4%, 6%, 8% and % solvent water mixture are examined It is concluded, that the molar refraction and polarizibility constant of substituted N,N -bis(salicyliden)-arylmethanediamine decreases in the of substituted N,N -bis(salicyliden)-arylmethanediamine This may be due to the increase in percentage of organic solvent which causes decreases in dielectric constant of medium and there is intermolecular attraction take place Acknowledgement The authors appreciatively acknowledge The Director; Head, Department of Chemistry, Govt Vidarbha Institute of Science and Humanities, Amravati for providing necessary facilities and help when needed for the work REFERENCES [1] MM Kalaskar, HSChandak, MPWadekar, Der Pharma Chemica, 215, 7(9), 261 [2] T Tumolo, Lankness, MS Baptista, Anal Biochem, 24, 333(2), 273 [3] R Ghazy, B El-Baradie, A El-Shaer, F Elmekawey, Opt Laser Technol, 1999, 31(5), 335 [4] I Baltog, C Ghita, L Ghita, EurPolymJ, 197, 6(9), 1299 [5] DSHedaoo, MMKalaskar, MPWadekar, J Chem Pharm Res, 215, 7(6), 242 [6] MSSantosh, DKBhat, ASBhatt, J Chem Eng Data, 21, 55, 448 [7] VHAlvarez, SMattedi, MAznar, Ind Eng Chem Res, 212, 51, 14543 [8] EMSchmidt, ACPaulillo, Int J Pol Sci, 28, 7(7), 672 125
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