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Spectral Characterization and Crystal Structures of Two Newly Synthesized Ligands of N-Methyl O-Substituted Benzohydroxamic Acids

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Abstract

Two new derivatives of hydroxamic acid having the general formula RC(O)N(RN)OH (R = alkyl/aryl; RN = alkyl/aryl or H), have been synthesized by the condensation method in an ice-bath. The compounds, N-methyl o-iodobenzohydroxamic acid and N-methyl o-bromobenzohydroxamic acid have been isolated as crystalline solids, stable in air and soluble in organic solvents and in aqueous alcohol solution. A systematic investigation of the derivatives were carried out both in solid and in solution. They have been structurally characterized by elemental analysis, and the results were in good agreement with the values calculated for the proposed formula. These derivatives were further investigated on the basis of FT-IR, multinuclear 1H, 13C NMR spectroscopy, and Single Crystal X-ray crystallographic studies, indicating that both the compounds are structurally similar.

Graphical Abstract

Two new compounds of hydroxamic acid have been synthesized by condensation method and were structurally characterized by elemental analysis, FT-IR, multinuclear 1H, 13C NMR spectroscopy, and Single Crystal X-ray crystallographic studies. Figure 3 Thermal ellipsoidal plot of C8 H8 Br N O2. Displacement ellipsoids are drawn at the 50 % probability level, and H atoms are shown as spheres of arbitrary radii.

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Acknowledgments

This work was supported by Grant UKM-ST-06-FRGS 112-2009, UKM-GUP-NBT-08-27-112 and GUP-2012-022 and we gratefully acknowledge the School of Chemical Sciences and Food Technology, Universiti Kebangsaan Malaysia, for providing the essential laboratory facilities. We would also like to thank the Faculty Development Programme, University of Balochistan Quetta, Pakistan for their financial support.

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Authors and Affiliations

  1. Faculty of Science and Technology, School of Chemical Sciences and Food Technology, Universiti Kebangsaan Malaysia, 43600, Bangi, Selangor Darul Ehsan, Malaysia

    Khan Naqeebullah & Yang Farina

  2. Department of Chemistry, Faculty of Science, University of Malaya, 50603, Kuala Lumpur, Malaysia

    Lo Kong Mun

  3. Biomedical Science, Faculty of Health Sciences, Universiti Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz, 50300, Kuala Lumpur, Malaysia

    Nor Fadilah Rajab

  4. Environmental Health Programme, Faculty of Allied Health Sciences, Universiti Kebangsaan Malaysia, Jalan Raja Muda Abdul Aziz, 50300, Kuala Lumpur, Malaysia

    Normah Awang

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  1. Khan Naqeebullah
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  2. Yang Farina
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  3. Lo Kong Mun
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Correspondence to Khan Naqeebullah or Yang Farina.

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Naqeebullah, K., Farina, Y., Mun, L.K. et al. Spectral Characterization and Crystal Structures of Two Newly Synthesized Ligands of N-Methyl O-Substituted Benzohydroxamic Acids. J Chem Crystallogr 43, 622–627 (2013). https://doi.org/10.1007/s10870-013-0469-z

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  • DOI: https://doi.org/10.1007/s10870-013-0469-z

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