European Journal of Chemistry 2012, 3(1), 75-80 | doi: | Get rights and content


Determination of excited singlet-state dipole moments of hydroxy and methoxy coumarins using solvatochromic method

Mohd Mudassir Husain (1,*) , Rajeev Sindhu (2) , Harmesh Chander Tandon (3)

(1) Physics Section, Department of Applied Sciences and Humanities, Faculty of Engineering and Technology, Jamia Millia Islamia, a Central University, New Delhi-110025, India
(2) New Green Field College of Engineering and Technology, Palwal, Haryana-121102, India
(3) Department of Chemistry, Sri Venketswara College, Delhi University, New Delhi-110021, India
(*) Corresponding Author

Received: 02 Aug 2011 | Accepted: 12 Aug 2011 | Published: 31 Mar 2012 | Issue Date: March 2012


The effects of solvents of various polarity on the electronic absorption and fluorescence spectra of 7-hydroxy-4-trifluoromethyl coumarin; 6,7-dihydroxy-4-trifluoromethyl coumarin and 7-methoxy-4-trifluoromethyl coumarin have been investigated. The singlet-state excited dipole moments (μe) and ground state dipole moments (μg) are estimated from Bakshiev and Kawski-Chamma-Viallet equations by using the variation of Stokes’ shift with the solvent’s dielectric constant (ε) and refractive index (n). The observed singlet-state excited dipole moments are found to be larger than the ground-state ones. In addition, the geometry and other electronic properties are computed using ab-initio method with correlation functions at 6-31G basis set.



Coumarins; Absorption; Stokes’ shift; Fluorescence; Dipole moment; Solvatochromic

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DOI: 10.5155/eurjchem.3.1.75-80.498

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Department of Applied Sciences and Humanities, Faculty of Engineering and Technology, Jamia Millia Islamia, New Delhi, India



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[1]. Fletcher, A. N.; Bliss, D. E. Appl. Phys. 1978, 16, 289-295.

[2]. Halstead, J. A.; Reeves, R. R. Opt. Commun. 1978, 27, 273-276.

[3]. Gardecki, J. A.; Maroncelli, M. J. Phys. Chem. 1999, 103, 1187-1197.

[4]. Levinger, N. E. Curr. Opin. Colloid Interf. Sci. 2000, 5, 118-124.

[5]. Castner, J. E. W.; Kennedy, D.; Cave, R. J. J. Phys. Chem. A 2000, 104, 2869-2885.

[6]. Morandeira, A.; Fulrstenberg, A.; Vauthey, E. J. Phys. Chem. A 2004, 108, 8190-8200.

[7]. Kumbhakar, M.; Nath, S.; Mukherjee, T.; Pal, H. J. Chem. Phys 2004, 121, 6026-6033.

[8]. Wattenburg, L. W.; Lam, L. K.; Fladmore, A. V. Cancer Res. 1999, 39, 1651-1654.

[9]. Cassady, J. M.; Ojima, N.; Chang, C. J.; Mcloughlin, J. L. J. Nat. Prod. 1979, 42, 274-278.

[10]. Finnegan, R. A.; Merkel, K. E.; Back, N. J. Pharm. Sci. 1972, 61, 1599-1603.

[11]. Giri, R.; Rathi, S. S.; Machwe, M. K. Spectrochim. Acta A 1992, 48, 843-848.

[12]. Moriya, T. Bull. Chem. Soc. Jpn. 1984, 57, 1723-1730.

[13]. EI-Ansary, A. L.; Ebeid, E. M.; Omar, M. M. Spectrochim. Acta A 1987, 43, 709-710.

[14]. Schulman, S. G. (Ed.), Molecular Luminescence Spectroscopy, Methods and Applications, Wiley, New York, 1985.

[15]. Kumar, S.; Rao, V. C.; Rastogi, R. C. Spectrochim. Acta Part A 2001, 57, 41-47.

[16]. Sharma, V. K.; Saharo, P. D.; Rastogi, R. C. Spectrochim. Acta A 2003, 59, 1161-1170.

[17]. Murray, R. D. H. Natl. Prod. Rep. 1989, 6, 591-624.

[18]. Ravi, M.; Soujanya, T.; Samanta, A.; Radhakrishnan, T. P. J. Chem. Soc. Faraday Trans. 1995, 91, 2739-2742.

[19]. Mannekutla, J. R.; Mulimani, B. G.; Inamdar, S. R. Spectochim. Acta A 2008, 69, 419-426.

[20]. Aaron, J. J.; Buna, M.; Parkanyi, C.; Antonious, M. S.; Tine, A. J. Fluoresc. 1995, 5, 337-348.

[21]. Onager, L. J. Am. Chem. Soc. 1936, 58, 1482-1486.

[22]. Kirkwood, J. G. J. Chem. Phys. 1939, 7, 911-919.

[23]. Nadaf, Y. D.; Deshpande, D. K.; Karaguppikar, A. M.; Inamdar, S. R. J. Photosci. 2002, 9, 29-35.

[24]. Kawski, A. Z. Natureforsch. 2002, 57A, 255-262.

[25]. Evale, B. G.; Hanagodimath, S. M.; Khan, I. A.; Kulkarni, M. V. Spectochim. Acta A 2009, 73, 694-700.

[26]. Thipperudrappa, J.; Biradar, D. S.; Manohara, S. R.; Hangodimath, S. M.; S. R. Inamdar, S. R Spectrochim. Acta A 2008, 69, 991-997.

[27]. Siddlingeshwar, B.; Hanagodimath, S. M. Spectrochim. Acta A 2009, 72, 490-495.

[28]. Raikar, U. S.; Renuka, C. G.; Nadaf, Y. F.; Mulimani, B. G.; Karguppikar, A. M.; Soudagar, M. K. Spectrochim. Acta A 2006, 65, 673-677.

[29]. Kumar, S.; Jain, S. K.; Rastogi, R. C Spectrochim. Acta A 2001, 57, 291-298.

[30]. Cisse, L.; Djande, A.; Capo-Chichi, M.; Aaron, J. J. Spectrochim. Acta A 2011, 79, 428-436.

[31]. Zakerhamidi, M. S.; Ghanadzadeh, A.; Moghadam, M. Spectrochim. Acta A 2011, 78, 961-966.

[32]. Inamdar, S. R.; Nadaf, Y. F.; Mulimani, B. G. J. Mol. Struct. 2003, 624, 47-51.

[33]. Zakerhamidi, M. S.; Ghanadzadeh, A.; Moghadam, M.; Tajalli, H. Spectrochim. Acta A 2010, 77, 767-772.

[34]. Siddlingeshwar, B.; Hanagodimath, S. M.; Kirilova, E. M. J. Quant. Spectrosc. Radiat. Trans. 2011, 112, 448-456.

[35]. Jozefowicz, M.; Milart, P.; Heldt, J. R. Spectrochim. Acta A 2009, 74, 959-963.

[36]. Sundstrom, V.; Gilbro, T. Chem. Phys. Lett. 1984, 109, 538-543.

[37]. HYPERCHEM 7. 52, Hypercube Inc., Florida, 2003.

[38]. Lippert, E. Z. Naturforch, Part A 1955, 10, 541-545.

[39]. Lippert, E. Elektrochem, Ber. Bunsenges. Phys. Chem. 1957, 61, 962-975.

[40]. Mataga, N.; Kaifu, Y.; Koizumi, M. Bull. Chem. Soc. Jpn. 1956, 29, 465-470.

[41]. Mataga, N.; Kubota, T. Molecular Interactions and Electronic Spectra, Dekker, New York, 1970.

[42]. Bakshiev, N. G. Opt. Spektosk. (USSR) 1964, 16, 821-832.

[43]. Chamma, A.; Viallet, P. C. R. Acad. Sci. Paris, Ser. C 1970, 270, 1901-1904.

[44]. Suppan, P. Chem. Phys. Lett. 1983, 94, 272-275.

[45]. Ghazy, R.; Azim, S. A,; Shaheen, M. F. El-Mekawey Spectrochim. Acta A 2004, 60, 187-191.

[46]. Zachariasse, K. Private communication, 6th International Conference on Solar Energy and Applied Photochemistry, “Solar’01”, 3-8 April 2001, Cairo.

[47]. Lide, D. R. CRC Handbook of Chemistry and Physics, 79th Edn. CRC.

[48]. Mitnik, D. J. Mol. Struct. (Theochem) 2009, 911, 105-108.

[49]. Fukui, K.; Yonezawa, T.; Shingu, H. J. Chem. Phys. 1952, 20, 722-725.

[50]. Pearson, R. G. J. Org. Chem. 1989, 54, 1423-1430.

[51]. Zhou, Z.; Parr, R. G. J. Am. Chem. Soc. 1990, 112, 5720-5724.

[52]. Faust, W. L. Science 1989, 245, 37-42.

[53]. Rafie, H.; Bahget Ali, H. Can. J. Chem. 1985, 63, 1173-1179.

[54]. Agmon, N. J. Phys. Chem. A 2005, 109, 13-35.

How to cite

Husain, M.; Sindhu, R.; Tandon, H. Eur. J. Chem. 2012, 3(1), 75-80. doi:10.5155/eurjchem.3.1.75-80.498
Husain, M.; Sindhu, R.; Tandon, H. Determination of excited singlet-state dipole moments of hydroxy and methoxy coumarins using solvatochromic method. Eur. J. Chem. 2012, 3(1), 75-80. doi:10.5155/eurjchem.3.1.75-80.498
Husain, M., Sindhu, R., & Tandon, H. (2012). Determination of excited singlet-state dipole moments of hydroxy and methoxy coumarins using solvatochromic method. European Journal of Chemistry, 3(1), 75-80. doi:10.5155/eurjchem.3.1.75-80.498
Husain, Mohd, Rajeev Sindhu, & Harmesh Chander Tandon. "Determination of excited singlet-state dipole moments of hydroxy and methoxy coumarins using solvatochromic method." European Journal of Chemistry [Online], 3.1 (2012): 75-80. Web. 6 Aug. 2020
Husain, Mohd, Sindhu, Rajeev, AND Tandon, Harmesh. "Determination of excited singlet-state dipole moments of hydroxy and methoxy coumarins using solvatochromic method" European Journal of Chemistry [Online], Volume 3 Number 1 (31 March 2012)

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