Computational characterization of (E)-N-(3-bromo-4-fluorobenzylidene)-4-nitrobenzenamine compound

• Authors: R. Premalatha , N. Santhi
• Languages of publication: EN

Abstracts

EN

Schiff bases are aldehyde- or ketone-like compounds in which the carbonyl group is replaced by an imine or azomethine group. In this work, (E)-N-(3-bromo-4-fluorobenzylidene)-4-nitrobenzenamine have been synthesized and characterized by IR, 1H and 13C NMR spectral studies. Density functional theory (DFT) has been used to optimize geometrical parameters, atomic charges, vibrational wavenumbers and intensity of vibrational bands. The molecular properties HOMO-LUMO, NBO were calculated using B3LYP/6-311G (d, p) basis set. The polarizability and first order hyperpolariza-bility of the title Compound was calculated and interpreted.

Keywords

EN

DFT; HOMO-LUMO and NBO; IR and Raman spectra; Schiff base

Discipline

• CHEMISTRY: CHEMISTRY

• Publisher: Scientific Publishing House „DARWIN”
• Journal: World Scientific News
• Year: 2017
• Volume: 74
• Pages: 121-140

Contributors

author

R. Premalatha

• Dept. of Chemistry, Government Arts College, Chidambaram, India

author

N. Santhi

• Dept. of Chemistry, Government Arts College, Chidambaram, India

References

• [1] Schiff Mittheilungen aus dem universitäts laboratorium in Pisa: Eine neue reihe organischer basen Justus Liebigs Ann Chem, 131 (1) (1864), pp. 118-119
• [2] M. Sonmez, M. Celebi, and I.Berber, Eur. J. Med. Chem. 45 (2010) 1935.
• [3] S. Lin, W. Tsai, W. Chiou, T. Yanga and L. Yanga Bioorg. Med. Chem. 16 (2008) 2697.
• [4] S. M. Sondhi, N.Singh, A.Kumar, O. Lozach and L. Meijer, Bioorg. Med. Chem. 14 (2006) 3758.
• [5] M. J. Hearn, M. H. Cynamon, M. F. Chen, R. Coppins, J. Davis, H. J. Kang, A. Noble, B. Tu-Sekine, M. S. Terrot, D. Trombino, M. Thai, E. R. Webster and R. Wilson, Eur. J. Med. Chem. 44 (2009) 4169.
• [6] V. Raparti, T. Chitre, K. Bothara, V. Kumar, S. Dangre, C. Khachane, S. Gore and B. Deshmane, Eur. J. Med. Chem. 44 (2009) 3954.
• [7] L. Cheng, J. Tang, H. Luo, X. Jin, F. Dai, J. Yang, Y. Qian X. Li and B. Zhou, Bioorg. Med. Chem. Lett. 20 (2010) 2417.
• [8] A. Jarrahpour, D. Khalili, E. D. Clercq, C. Salmi and J. M. Brunel. Molecules 12 (2007) 1720.
• [9] K. M. Khan, N. Ambreen, S. Hussain, S. Perveen and M. I. Choudhary. Bioorg. Med. Chem. 17 (2009) 2983.
• [10] B. Das, M. Patra and P. K. Mahapatra. J. Ind. Chem. Soc. 60 (1983) 772.
• [11] G. Sudha and K. Lal. J. Ind. Chem. Soc. 66 (1989) 477.
• [12] E. M. Hodnett and P. D. Money. J. Med. Chem. 12 (1970) 786.
• [13] A. D. Gutmann, Chem Abstr. 87 (1977) 6192.
• [14] E. Profit and E. Hoegel, East Ger. Pat. (1973) 97. Chem Abstr. 80 (1974) 26913.
• [15] A. A. Nagar, P. R. Patel, A. Dhobi, A. R. Bendale and N. N. Chugh. Asian J. Curr. Chem. 1(2) (2011).
• [16] T. Shimanouchi, I. Nakagawa, J. Hirishe, M. Ishii, J. Mol. Spec. 19 (1966) 78.
• [17] R. M. Silverstein, G. S. Basseleo, and T. C. Manrill. Spectroscopic Identification of Organic Compounds, 4th Edn., John Wiley and Sons, York. 75.
• [18] S. George, Infrared and Raman Characteristics Group Frequencies, 3rd Ed., Wiley, New York, (2001).
• [19] N. Sundaraganesan, H. Saleem, S. Mohan, et.al. Spectrochim. Acta 62A (2005) 740.
• [20] V. K. Kumar, R. J. Xavier, Ind. J. Pure Appl. Phys. 41 (2003) 449.
• [21] V. K. Kumar, N. Prabavathi et. al., Spectrochim. Acta 71A (2008) 449.
• [22] V. M. Parikh. Absorption Spectroscopy of Organic Molecules. Addission Wesley Pub., (1978) 243.
• [23] D. L. Pavia, G. M. Lampan and G. S. Kriz. Introduction of Spectroscopy. Saunders Publishng, Philadelphia, 46, (1979).
• [24] V. K. Rastogi, C.b. Arora, S.K. Singhal, D.N. Singh, R.A.Yadav., Spectrochimi. Acta. 53A (1997) 2005.
• [25] M. Bakiler, Maslov I. V. & S. Akyiiz. J. Mol. Str. 475 (1999) 83.
• [26] P. Udhayakala, A. Jayanthi, T.V. Rajendiran, et. al., Archives of Applied Science Research 3(4) (2011) 424.
• [27] D. L. Pavia, G. M. Lampan and G. S. Kriz, Introduction of spectroscopy, Saunders Publishng, Philadelphia, 46 (1979).
• [28] S. Mohan, N. Sundaraganesan and J. Mink, Spectrochim. Acta A47, 1111, (1991).
• [29] Francis R Dollish, William G Fateley & Freeman F Bentley, Characteristic Raman Frequencies of Organic Compounds. John Wiley & Sons, New York, 1974.
• [30] S. Gunasekaran, S Kumaresan, R Arun Balaji, et. al, Indian Academy of Sciences 71(6) (2008) 129.
• [31] S. Gunasekaran and R. Rajkumar, Indian J. Pure Appl. Phys. 41 (2003) 839.
• [32] V. K Rastogi, C. B. Arora, S. K. Singhal, D. N. Singh, R. A. Yadav. Spectrochimi. Acta A 53, (1997) 2005.
• [33] N. B. Colthup, L. H. Daly, S. E. Wiberley, Introduction to Infrared and Raman Spectroscopy, Academic Press, New York, 1964.
• [34] P. J. A. Ribeiro-Claro, M. P. M. Marques, A. M. Amado, Chem Phys Chem 3 (2002) 599.
• [35] N. Sundaraganesan, S. Ilakiamani, H. Saleem, et. al., Spectrochimica Acta Part A 61 (2005) 2995.
• [36] P. Udhayakala, A. Jayanthi, T. V. Rajendiran, et. al., Archives of Applied Science Research 3 (4) (2011) 424.
• [37] S. Kalaiselvan, N. Sundaraganesan and B. Dominic Joshua. Ind. J. Chem., 47A(11) (2008) 1632-1641
• [38] H. Fuhrer, V. B. Kartha, K. G. Kidd, P. J. Matsch, Computer Program for Infrared Spectrometry-Normal Coordinate Analysis, Ottawa, National Research Council, Canada, (1976).
• [39] N. Sundaraganesan, H. Saleem, S. Mohan, et. al. Spectrochim. Acta A. 62 (2005) 740.
• [40] V. K. Kumar, N. Prabavathi et. al., Spectrochim. Acta., A, 71 (2008) 449.
• [41] Z. Zhou, H. V. Navangul. J. Phys. Org. Chem. 3 (1990) 784.
• [42] Saimajabeen, et. al., J. Raman spectroscopy 41 (2010) 1306.

• Document Type: article