Vanillin semicarbazone (VNSC) has been synthesized from 4-hydroxy 3-methoxy benzaldehyde and semicarbazide hydrochloride using sodium acetate as catalyst. Good quality single crystals of VNSC were successfully grown by slow evaporation method at room temperature using DMF as solvent. The grown crystals have been characterized using melting point, elemental analysis, FT-IR, UV–Visible, 1H NMR, 13C NMR, and X-Ray diffraction analysis. The compound crystallizes into an orthorhombic Pca21 space group. Intermolecular hydrogen bonding interactions facilitate unit cell packing in the crystal lattice. The UV–Visible spectrum confirmed the transparency of the compound between the wavelengths 420 and 1,200 nm, which is characteristic to property of an NLO material. The thermal decomposition of the compound under static air atmosphere was investigated by simultaneous TG/DTG at a heating rate of 10 °C/min.
This is a preview of subscription content, access via your institution.
Buy single article
Instant access to the full article PDF.
Tax calculation will be finalised during checkout.
Pal I, Dutta S, Basuli F, Goverdhan S, Peng S-M, Lee G-H, Battacharya S. Unprecedented chemical transformation of semicarbazones mediated by Wilkinson’s Catalyst. Inorg Chem. 2003;42:4338–45.
Cocco MT, Congiu C, Onnis V, Pellerano ML, Logu AD. Synthesis and Antimycobacterial activity of new S-alkylisothiosemicarbazone derivatives. Bioorg Med Chem. 2002;10:501–6.
Scovill JP, Klaymam DL, Lambros C, Childs GE, Notsch JD. 2-Acetylpyridine thiosemicarbazones. 9. Derivatives of 2-acetylpyridine 1-oxide as potential antimalarial agents. J Med Chem. 1984;27:87–91.
Arguelles MCR-, Silva ECL-, Sanmartin J, Pelagatti P, Zani F. Copper complexes of imidazole-2-, pyrrole-2- and indol-3-carbaldehyde thiosemicarbazones: inhibitory activity against fungi and bacteria. J Inorg Biochem 2005;99:2231–2239.
Hu W, Zhou W, Xia C, Wen X. Synthesis and anticancer activity of thiosemicarbazones. Bioorg Med Chem Lett. 2006;16:2213–8.
Janarthanan S, Samuel RS, Rajan YC, Pandi S. Growth, spectral and thermal characterization of the NLO crystal: semicarbazone of DL-camphor (SDLC). J Therm Anal Calorim. doi:10.1007/s10973-011-1632-4.
Janarthanan S, Rajan YC, Umarani PR, Jayaraman D, Premanand D, Pandi S. Synthesis, growth, optical and thermal properties of a new organic crystal semicarbazone of p-anisaldehyde (SPAS). Indian J Sci Technol. 2010;3:885–9.
Furniss BS, Hannaford AJ, Smith PWG, Tatchell AR. Vogels text book of practical organic chemistry, 5th ed. London: English Language Book Society: Chapman and Hall; 1996.
Dimmock JR, Baker GB. Anticonvulsant activities of 4-bromobenzaldehyde semicarbazone. Epilepsia. 1994;35:648–65.
Torres EL-, Abram U. Rhenium complexes with triazine derivatives formed from semicarbazones and thiosemicarbazones. Inorg Chem. 2008;47:2890–6.
Lee PF, Yang C-T, Fan D, Vittal JJ, Ranford JD. Synthesis, characterization and physicochemical properties of copper(II) complexes containing salicylaldehyde semicarbazone. Polyhedron. 2003;22:2781–6.
Leovac VM, Jovanoic LS, Divjakovic V, Pevec A, Leban I, Armbruster T. Transition metal complexes with thiosemicarbazide-based ligands. Part LIV. Nickel(II) complexes with pyridoxal semi-(PLSC) and thiosemicarbazone (PLTSC). Crystal and molecular structure of [Ni(PLSC)(H2O)3](NO3)2 and [Ni(PLTSC-H)py]NO3. Polyhedron. 2007;26:49–58.
Radovanovic BCS-, Milic BL. Thermal decomposition of 5-nitro-2-furaldehyde semicarbazone. J Therm Anal Calorim 1987;32:485–490.
Altomare A, Cascarano G, Giacovazzo C, Guagliardi A. Completion and refinement of crystal structures with SIR92. J Appl Cryst. 1993;26:343–50.
Sheldrick GM. SHELXL97: program for the refinement of crystal structures. Germany: University of Gottingen; 1997.
Brandenburg K. DIAMOND version 3.1d. Crystal impact GbR. Bonn: Germany; 2006.
Panicker CY,Varghese HT, Philip D, Nogueira HIS, Castkov K. Raman, IR and SERS spectra of methyl(2-methyl-4,6-dinitrophenylsulfanyl)ethanoate. Spectrochim Acta 2007;67:1313–1320.
Janarthanan S, Samuel RS, Rajan YC, Pandi S. Growth, spectral and thermal characterization of semicarbazone of p-hydroxy acetophenone (SPHA). J Therm Anal Calorim. doi:10.1007/s10973-011-1627-1.
Janarthanan S, Samuel RS, Rajan YC, Umarani PR, Pandi S. Spectral and thermal characterization of grown organic single crystal semicarbazone of p-hydroxy benzaldehyde (SPHB). J Therm Anal Calorim. doi:10.1007/s10973-011-1437-5.
Manivannan S, Dhanuskodi S. Growth and characterization of a new organic nonlinear optical crystal: semicarbazone of p-dimethylamino benzaldehyde. J Cryst Growth. 2003;257:305–8.
Madhurambal G, Ramasamy P, Anbusrinivasan P, Vasudevan G, Kavitha S, Mojumdar SC. Growth and characterization studies of 2-bromo-4-chloroacetophenone (BCAP) crystals. J Therm Anal Calorim. 2008;94:59–62.
The authors are grateful to the authorities of the SAIF, Cochin University of Science and Technology, and SAIF, IIT Madras, Chennai, for providing the instrumental facilities. Two of the authors are thankful to University of Kerala for the financial support.
About this article
Cite this article
Binil, P.S., Anoop, M.R., Jisha, K.R. et al. Growth, spectral and thermal characterization of vanillin semicarbazone (VNSC) single crystals. J Therm Anal Calorim 111, 575–581 (2013). https://doi.org/10.1007/s10973-012-2228-3
- Semicarbazone of vanillin
- X-ray diffraction
- Thermal studies