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Vol. 27 No. 1 (2015): Vol 27 Issue 1

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Synthesis, Crystal Structure and Antibacterial Activity of N'-(2-Bromobenzylidene)-4-methylbenzohydrazide

https://doi.org/10.14233/ajchem.2015.16798
Daohang He
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, P.R. China
Xianping Liu
School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, P.R. China
Yongchuang Zhu
Guangdong Research Institute of Petrochemical Industry, Guangdong Open Laboratory of Chemical Engineering, Guangzhou 510665, P.R. China

Corresponding Author(s) : Daohang He

cehdh@scut.edu.cn

Asian Journal of Chemistry, Vol. 27 No. 1 (2015): Vol 27 Issue 1

Abstract

A Schiff base compound, N'-(2-bromobenzylidene)-4-methylbenzohydrazide (m.f. C15H13N2OBr) has been synthesized by the condensation of 4-methylbenzohydrazide and 2-bromobenzaldehyde in an ethanol solution. The compound was characterized by 1H NMR, MS and single crystal X-ray diffraction. Here, we first report the crystal structure and antibacterial activities of the title compound. The crystal belongs to the orthorhombic system, space group Pna21 with a = 9.5295 (6), b = 11.4154 (7), c = 12.5957 (8) Å, Z = 4, V = 1370.20 (15) Å, Dc = 1.538 g/cm3, Mr = 317.18, l(MoKa) = 0.71073 Å, μ = 2.993 mm-1, F(000) = 640. The final R = 0.0292, wR = 0.0674 for 1904 observed reflections with I > 2s (I). The dihedral angle between the two phenyl rings is 16.31°. The structure exhibits intermolecular hydrogen bonding of N-H···O type. The title compound molecules are connected through hydrogen bonds to generate a one-dimensional chain. The preliminary biological activity assay results showed that the title compound exhibited good antibacterial activity against Staphylococcus aureus and Escherichia coli.

Keywords

Schiff base N'-(2-bromobenzylidene)-4-methylbenzohydrazide Crystal structure Synthesis Antibacterial activity
He, D., Liu, X., & Zhu, Y. (2014). Synthesis, Crystal Structure and Antibacterial Activity of N’-(2-Bromobenzylidene)-4-methylbenzohydrazide. Asian Journal of Chemistry, 27(1), 120–122. https://doi.org/10.14233/ajchem.2015.16798
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