title: FT-IR, molecular structure, first order hyperpolarizability, MEP, HOMO and LUMO analysis and NBO analysis of 4-[(3-acetylphenyl)amino]-2-methylidene-4-oxobutanoic acid.
abstract: 4-[(3-Acetylphenyl)amino]-2-methylidene-4-oxobutanoic acid is synthesized and the structure of the compound was confirmed by IR, (1)H NMR and single crystal X-ray diffraction studies. FT-IR spectrum of 4-[(3-acetylphenyl)amino]-2-methylidene-4-oxobutanoic acid was recorded and analyzed. The crystal structure is also described. The vibrational wavenumbers were computed using HF and DFT methods are assigned with the help of potential energy distribution analysis. The NH stretching frequency is red shifted in the IR spectrum with a strong intensity from the computed frequency, which indicates the weakening of the NH bond resulting in proton transfer to the neighboring oxygen atom. The first hyperpolarizability and infrared intensities are also reported. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. The HOMO and LUMO analysis are used to determine the charge transfer within the molecule. Molecular electrostatic potential map was performed by the DFT method. The geometrical parameters of the title compound obtained from XRD studies are in agreement with the calculated (DFT) values.
authors.affiliation: Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India.
authors.forename: Rahul
authors.initials: R
authors.lastname: Raju
authors.affiliation: Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India. Electronic address: cyphyp@rediffmail.com.
authors.forename: C Yohannan
authors.initials: CY
authors.lastname: Panicker
authors.affiliation: Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karnataka, India.
authors.forename: Prakash S
authors.initials: PS
authors.lastname: Nayak
authors.affiliation: Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karnataka, India.
authors.forename: B
authors.initials: B
authors.lastname: Narayana
authors.affiliation: Industrial Chemistry-Division, Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Karnataka, India.
authors.forename: B K
authors.initials: BK
authors.lastname: Sarojini
authors.affiliation: Department of Chemistry, University of Antwerp, B2610 Antwerp, Belgium.
authors.forename: C
authors.initials: C
authors.lastname: Van Alsenoy
authors.affiliation: Department of Chemistry, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia.
authors.forename: Abdulaziz A
authors.initials: AA
authors.lastname: Al-Saadi
mesh_terms: D002087:Butyrates / Q000138:chemical synthesis / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D012984:Software; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: C000599837:4-((3-acetylphenyl)amino)-2-methylidene-4-oxobutanoic acid; D002087:Butyrates
keywords: Acetyl; FT-IR; Hyperpolarizability; Oxobutanoic; PED