Synthesis and Characterization of Organotin(IV) Diisopropyldithiocarbamate Compounds

Normah Awang, Farah Natasha Haezam, Nur Najwah Kamal, Nurul Farahana Kamaludin and Rapidah Mohamad
* Author for corresponding; e-mail address: norm@ukm.edu.my
Volume: Vol.48 No.4 (July 2021)
Research Article
DOI:
Received: 14 November 2020, Revised: 13 January 2021, Accepted: 25 January 2021, Published: -

Citation: Awang N., Haezam F.N., Kamal N.N., Kamaludin N.F. and Mohamad R., Synthesis and Characterization of Organotin(IV) Diisopropyldithiocarbamate Compounds, Chiang Mai Journal of Science, 2021; 48(4): 1101-1110.

Abstract

Organotin(IV) dithiocarbamate compounds are well known and currently appear in research related to new anticancer drugs as among the most potent compounds. Three new compounds which are triphenyltin(IV) diisopropyldithiocarbamate compound (Compound 1), dimethyltin(IV) diisopropyldithiocarbamate (Compound 2) and diphenyltin(IV) diisopropyldithiocarbamate (Compound 3) are successfully synthesized via method of in situ. All three compounds have been characterized using elemental (carbon, hydrogen, nitrogen and sulphur) analysis, FT-IR analysis (Fourier-Transfrom Infrared) and 1H, 13C, 119Sn Nucleus Magnetic Resonance (NMR) spectroscopies. The single crystal structure for Compound 1 and Compound 2 were determined using X-ray single crystal analysis. The data for elemental analysis (C, H, N and S) of the three compounds showed an agreement with the suggested formula of (C6H5)3Sn[S2CN(C3H7)2] for Compound 1, (CH3)2Sn[S2CN(C3H7)2]2 for Compound 2 and (C6H5)2Sn[S2CN(C3H7)2]2 for Compound 3. The two major peaks of infrared absorbance which are ν(C = N) and ν(C = S) have been detected at 1473 – 1481 cm-1 and 997- 1038 cm-1 ranges respectively. In NCS2 group, the chemical shift of carbon for Compound 1, 2 and 3 were found at 194.53, 198.11 and 198.42 ppm respectively. The data for the crystal structure of Compound 1 showed that it is 5 coordinated and crystallized in triclinic, P-1 space group with the crystal cell parameter: a= 9.7572(1) Å, b= 11.7030(2) Å, c= 11.7602(2)Å, α= 74.419(1)o , β= 80.114(1)o , γ= 67.285(2)o and R= 0.022. While for crystal structure of Compound 2, it is 4 coordinated and crystallized in monoclinic, P21/n space group with crystal cell parameter: a= 10.6234(1)Å, b= 16.0898(1)Å, c= 13.2405(1)Å, β= 92.853(1) o and R= 0.032.

Keywords: organotin, diisopropyldithiocarbamate, synthesis, crystal structure

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