%0 Journal Article
%T Vibrational Spectroscopic Investigation and Conformational Analysis of Methacrylamidoantipyrine: A Comparative Density Functional Study
%A ˋzg邦r Alver
%A Mehmet Fatih Kaya
%A Metin Bilge
%A Cemal Parlak
%J Journal of Theoretical Chemistry
%D 2013
%R 10.1155/2013/386247
%X FT-IR and Raman spectra of methacrylamidoantipyrine (MAAP) have been reported in the region of 4000每10 cmˋ1 and 4000每100 cmˋ1, respectively. The optimized geometric parameters, conformational analysis, normal mode frequencies, and corresponding vibrational assignments of MAAP (C15H17N3O2) have been examined by means of density functional theory (DFT) method using the Becke-3-Lee-Yang-Parr (B3LYP) exchange-correlation functional and the 6-31G++(d,p) basis sets. Vibrational assignments have been made on the basis of potential energy distribution (PED) and the thermodynamics functions, and the highest occupied and the lowest unoccupied molecular orbitals (HOMO and LUMO) of MAAP have been predicted. Calculations are carried out with the possible seven (amide-1每5 and imide-1-2) conformational isomers of MAAP. Comparison between the experimental and theoretical results indicates that the B3LYP method provides satisfactory evidence for the prediction of vibrational wavenumbers, and the amide-1 conformational isomer is supposed to be the most stable form of MAAP. 1. Introduction The MAAP, which has a electron rich aromatic ring, was first synthesized using antipyrine, a hydroxy radical capture and spectroscopic reagent for phenols, and used for a method described for removal of phenolic compounds with nitrophenol imprinted polymer based on - and hydrogen bonding interactions [1]. Then, it was used in analyzing the selective binding behavior of paraoxon and parathion compounds on surface imprinted polymers prepared using both charge transfer (MAAP) and ligand-exchange (MAAP-Gd) monomers [2]. Today, one can easily reach many papers published where it is one of the most important organic chemical product for the molecularly imprinted polymers [1每5]. For instance, it has been used in researching the biomimetic immunoassay based on molecularly imprinted polymer [3], the 8-Hydroxy-2∩-deoxyguanosine (8-OHdG), which is one of the most abundant oxidative DNA lesions resulting from reactive oxygen species, and the 8-OHdG level in blood serum from a breast cancer patient [4], and new 8-OHdG imprinted quartz crystal microbalance sensor [5]. Furthermore, it is taken part in adsorption of phenol and its derivatives from water using synthetic resins and low-cost natural adsorbents [6]. Vibrational spectroscopy has been widely used as the standard tool for structural characterization of molecular systems together with DFT calculations [7每14]. DFT is popular as it is a cost-effective procedure for studying the physical properties of molecules. Unlike the Hartree Fock theory,
%U http://www.hindawi.com/journals/jtc/2013/386247/