Abstract
The Fourier-Transform infrared and FT-Raman spectra of Methylphenylcyclopropenone (MPCP) were recorded in the region 4000–100 cm−1. Quantum mechanical calculation of energies, geometrical structure and vibrational wavenumbers of MPCP were carried out using density functional B3LYP method with 6-31G++(d,p) and 6-311G++(d,p) basis set. The computed wave numbers were scaled so as to agree with the observed values and the scaling factors are reported. A study on the electronic properties, such as HOMO and LUMO energies, were performed by time-dependent SCF method. Mulliken charges of the compound were also calculated and interpreted. The thermodynamic properties (heat capacity, entropy, and enthalpy) at different temperatures were calculated in DMSO, chloroform and gas phases and the results are interpreted. NBO analysis is carried out to analyze the charge delocalization of the molecule. The 1H and 13C nuclear magnetic resonance (NMR) chemical shifts of the molecule were studied using the gauge independent atomic orbital (GIAO ) method.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Ajay Kumar K.: Int. J. Pharmacy Pharm. Sci. 5 (2013)
Kimura, S., Ito, S., Yushifuji, M., Veszpremi, T.: J. Org. Chem. 68, 6820–6823 (2003)
Baker, A.W., Lord, R.C.: J. Chem. Phys. 23, 1636–1643 (1955)
Duncan, J.L.: J. Mol. Spectrosc. 25, 451–466 (1968)
Yamamoto, S., Nakata, M., Fukuyama, T., Kuchitsu, K.: J. Phys. Chem. 89, 3298–3302 (1985)
Everaet, G.P., Herrebout, W.A., Van der Veken, B.J., Lundell, J., Rasanen, M.: Chem. Eur. J. 2, 321–327 (1998)
Frisch, M.J., et al.: Gaussion 09 Program. Gaussian Inc, Wallingford (2004)
Hohenberg, P., Kohn, W.: Phys. Rev. B 136, 864–871 (1964)
Becke, A.D.: J. Chem. Phys. 98, 5648–5652 (1993)
Lee, C., Yang, W., Parr, R.G.: Phys. Rev. B 37, 785–789 (1988)
Hakan, A., Öztekin, A.: Int. J. Mol. Sci. 8, 760–776 (2007)
Karabacak, M., Kurt, M.: Spectrochim. Acta A 71, 876–883 (2008)
Carthigayan, K., et al.: Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 142, 350–363 (2015)
Lin, C.L., et al.: J. Organomet. Chem. 535, 149–154 (1997)
Silverstein, R.M., Bassler, G.C., Morrill, T.C.: Spectrometric Identification of Organic Compounds. John Wiley, Chichester (1991)
Socrates, G.: Infrared Raman Characteristic Group Frequencies—Tables and Charts, 3rd edn. Wiley, New York (2001)
Krishnakumar, V., John Xavier, R.: Indian J. Pure Appl. Phys. 41, 597 (2003)
Parr, R.G., Szentpaly, L.V., Liu, S.: J. Am. Chem. Soc. 121, 1922 (1999)
Perez, P., Toro-Labbe, A., Aizman, A., Contreras, R.: J. Org. Chem. 67, 4747 (2002)
Haslam, J., et al.: Identification and Analysis of Plastics. IIiffe, London (1972)
Heath, R., Saykally, R.J.: The Structures and Vibrational Dynamics of Small Carbon Clusters. In: Reynolds, P.I. (eds.), pp. 7–21. North-Holland, Amsterdam (1993)
Heinniker, C.J.: Infrared Analysis of Industrial Polymers. Academic Press, New York (1967)
Hester, R.E., Clark, R.J.H. (eds.): Advances in Infrared and Raman Spectroscopy. Heyden, London (1981)
Madhavan, V.S., et al.: Spectrochim. Acta Part A 89, 308–316 (2012)
Parr, R.G., Pearson, R.G.: J. Am. Chem. Soc. 105, 7512 (1983)
Furic, K., Mohacek, V., Bonifacic, M., Stefanic, I.: J. Mol. Struct. 267–270 (1992)
Thilagavathi, G., Arivazhagan, M.: Spectrochim. Acta Part A 79, 389–395 (2011)
Asha, R., Raju, K., Varghese, H.T., Granadeiro, C.M., Helena, I.S., Nogueiradand, C., Panicker, Y.: J. Braz. Chem. Soc. 549–559 (2009)
Ramalingam, S., Periandy, S., Karabacak, M., Karthikeyan, N.: Mol. Biomol. Spectrosc. 104, 337–351 (2013)
Fleming, I.: Front. Orbitals Org. Chem. React. Wiley, New York (1976)
Asiri, A.M., Karabacak, M., Kurt, M., Alamry, K.A.: Spectrochim. Acta A 82, 444–455 (2011)
Pauling, L.: The Nature of the Chemical Bond. Coruell University Press, Ithaca (1960)
Srivastava, A., Mishra, R., Joshi, B.D., Gupta, V., Tandon, P.: Mol. Simul. 40(14), 1099–1112 (2014)
Snehalatha, M., Ravikumar, C., Hubert, I.J., Sekar, N., Jayakumar, V.S.: Spectroscopic analysis and DFT calculations of a food additive Carmoisine. Spectrochim. Acta A 72, 654–662 (2009)
Reed, A.E., Curtiss, L.A., Weinhold, F.: Intermolecular interactions from a natural bond orbital, donor–acceptor viewpoint. Chem. Rev. 88, 899–926 (1988)
Liu, C.G., Su, Z.M., Guan, X.H., Muhammad, S.: Redox and photoisomerization switching the second-order nonlinear optical properties of a tetrathiafulvalene derivative across six states: a DFT study. J. Phys. Chem. C 115, 23946–23954 (2011)
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2017 Springer International Publishing Switzerland
About this paper
Cite this paper
Senthil Raj, P., Periandy, S., Xavier, S., Attia, M.I. (2017). Molecular Structure, Vibrational Spectra, HOMO, LUMO and NMR Studies of Methylphenylcyclopropenone Based on Density Functional Theories. In: Ebenezar, J. (eds) Recent Trends in Materials Science and Applications. Springer Proceedings in Physics, vol 189. Springer, Cham. https://doi.org/10.1007/978-3-319-44890-9_55
Download citation
DOI: https://doi.org/10.1007/978-3-319-44890-9_55
Published:
Publisher Name: Springer, Cham
Print ISBN: 978-3-319-44889-3
Online ISBN: 978-3-319-44890-9
eBook Packages: Physics and AstronomyPhysics and Astronomy (R0)