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Citation: CHEN Shiliang, LIU Zheng, LIU Jie. Synthesis,Structure and Quantum Chemical Calculation of the 4-((2-Thiophenecarboxylic acid hydrazide) methylene)benzoic Acid[J]. Chinese Journal of Applied Chemistry, ;2013, 30(1): 54-60. doi: DOI:10.3724/SP.J.1095.2013.20018 shu

Synthesis,Structure and Quantum Chemical Calculation of the 4-((2-Thiophenecarboxylic acid hydrazide) methylene)benzoic Acid

1.
College of Chemical and Biological Engineering, Guilin University of Technology, Guilin 541004, China

Corresponding author: LIU Zheng,
Received Date: 13 January 2012
Available Online: 2 March 2012
Fund Project: 广西高校优秀人才资助计划项目(RC2007021) (RC2007021)

A new compound of 4-((2-thiophenecarboxylic acid hydrazide) methylene) benzoic acid was synthesized by the reaction of ethyl 2-thiophenecarboxylate,hydrazine hydrate and 4-formylbenzoic acid,and characterized by elemental analysis,IR,UV and X-ray diffraction methods.The compound forms a 3-D network through intermolecular N-H…O and O-H…O hydrogen bondings.The dihedral angle between the benzene and thiophene ring is 14.9°.The title compound has intense purple emission at 396 nm when excited at 286 nm.The result of TG/DTG analysis showed that the title compound was stable below 298℃ in N₂.The quantum chemical calculation was performed by means of Gaussian 0₃W program.The Mulliken charge population and Wiberg bond order of the compound and its frontier molecular orbital energy have been discussed.Furthermore,we analyzed its active atoms and evaluated its reliability.The results showed that the values of the bond lengths and bond angles of the quantum chemical calculation were almost the same with the values of X-ray diffraction.The difference between the two methods confirmed the presence of intermolecular hydrogen bonds in their crystal structures.The carbonyl groups are the active centers.
- acylhydrazine,
- formylbenzoic acid,
- crystal structure,
- luminescent property,
- thermal stability,
- quantum chemical calculation
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