Malaysian Journal of Analytical Sciences Vol 20 No 6 (2016): 1311 - 1317

DOI: http://dx.doi.org/10.17576/mjas-2016-2006-09

 

 

 

SYNTHESIS, CHARACTERIZATION AND ELECTOCHEMICAL

STUDIES OF 4-METHOXYBENZOYLTHIOUREA DERIVATIVES

 

(Sintesis, Pencirian dan Kajian Elektrokimia Terhadap Terbitan 4-Metoksibenzoiltiourea)

 

Karimah Kassim1,2*, Noor Khadijah Mustafa Kamal1, Adibatul Husna Fadzil3.

 

1Faculty of Applied Sciences

2Institute of Science

Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia

3Faculty of Applied Sciences,

Universiti Teknologi MARA (Perak), Kampus Tapah, 35400 Tapah Road, Tapah, Perak, Malaysia

 

*Corresponding author: karimah@salam.uitm.edu.my

 

 

Received: 17 August 2015; Accepted: 11 October 2016

 

 

Abstract

Three new 4-methoxybenzoylthiourea derivatives namely N-phenyl-N’-4-methoxybenzoylthiourea (A), N-(2-methoxy-phenyl)-N’-4-methoxybenzoylthiourea (B) and N-(2-nitrophenyl)-N’-4-methoxybenzoylthiourea (C) has successfully synthesized and characterized by elemental analysis, Fourier Transform Infrared (FTIR), proton (1H) and carbon (13C) Nuclear Magnetic Resonance (NMR) spectroscopy. Result obtained for IR showed the presence of important bands of the compounds such as ν(N-H), ν(C=O), ν(C-N) and ν(C=S) which were observed at 3200 cm-1, 1670 cm-1, 1200 cm-1 and 700 cm-1, respectively. The 1H chemical shifts for CONH and CSNH had been observed around 9 ppm and 12 ppm, respectively. For the 13C resonance, the signal of C=O and C=S had been observed at 180 ppm and 200 ppm, respectively. The efficiency of the synthesized compounds was investigated as corrosion inhibitor of mild steel in 1.0 M H2SO4 by using linear polarization resistance (LPR) technique.

 

Keywords:  4-methoxybenzoylthiourea, spectroscopy, corrosion inhibitor

 

Abstrak

Tiga terbitan 4-metoksibenzoiltiourea iaitu N-fenil-N’-4-metoksibenzoiltiourea (A), N-(2-metoksifenil)-N’-4-metoksi benzoiltiourea (B) and N-(2-nitrofenil)-N’-4- metoksibenzoiltiourea (C) telah berjaya disintesis dan dicirikan dengan penganalisis unsur, spektroskopi infra merah (IR), proton (1H) dan karbon (13C) resonans magnet nuklear (RMN). Hasil daripada IR menunjukkan kumpulan penting dalam sebatian seperti ν(N-H), ν(C=O),  ν(C-N) and ν(C=S) yang terdapat pada 3200 cm-1, 1670 cm-1, 1200 cm-1 and 700 cm-1. Anjakan kimia 1H untuk CONH dan CSNH telah dilihat pada 9 ppm dan 12 ppm. Bagi resonans 13C, C=O dan C=S dapat dilihat pada 180 ppm dan 200 ppm. Keberkesanan sebatian yang disintesis telah dikaji sebagai perencat kakisan keluli lembut dalam 1.0 M H2SO4 dengan menggunakan teknik rintangan polarisasi linear.

 

Kata kunci:  4-metoksibenzoiltiourea, spektroskopi, perencat kakisan

 

References

1.       Likhanova N. V., Olivares-Xometl O., Guzmán-Lucero D., Domínguez-Aguilar M. A., Nava N., Corrales-Luna M. and Mendoza M. C. (2011). Corrosion inhibition of carbon steel in acidic environment by imidazolium ionic liquids containing vinyl-hexafluorophosphate as anion. International Journal of Electrochemical Science, 6: 4514 – 4536.

2.       Kadhum A. A. H., Mohamad A. B., Hammed L.A., Al-Amiery A. A., San N. H and Musa A. Y. (2014). Inhibition of mild steel corrosion in hydrochloric acid solution by new coumarin. Materials, 7: 4335 –4348.

3.       Selvakumar P., Karthik B.B. and Thangavelu C. (2013). Corrosion inhibition study of stainless steel in acidic medium – An overview. Research Journal of Chemical Sciences, 3(4): 87 – 95.

4.       Yaro A. S. and Abdulaaima D. A. (2012). Phenyl thiourea as corrosion inhibitor for mild steel in strong hydrochloric acid. Iraqi Journal of Chemical and Petroleum Engineering, 13(2): 1 – 9.

5.       Karthikeyan S., Harikumar S., Venkatachalam G., Naranayan S. and Venckatesh R. (2012). The inhibitive action of cyclohexyl thiourea on the corrosion and hydrogen permeation through mild steel in acidic solutions. International Journal of ChemTech Research, 4(3): 1065 – 1071.

6.       Gopiraman M., Selvakumaran N., Kesavan D. and Karvembu R. (2012). Adsorption and corrosion inhibition behaviour of N-(phenylcarbamothioyl)benzamide on mild steel in acidic medium. Progress in Organic Coatings, 73: 104 – 111.

7.       Edrah S. and Hasan. S. K. (2010). Studies on thiourea derivatives as corrosion inhibitor for aluminum in sodium hydroxide solution. Journal of Applied Science Research, 6: 1045 – 1049.

8.       Khaled K. F. (2010). Experimental and molecular dynamic study on the inhibition performance of some nitrogen containing compounds for iron corrosion. Material Chemistry and Physics, 124: 760 –767.

9.       Torres V. V., Rayol V. A., Magalhães M., Viana G. M., Aguiar L. C. S, Machado S. P., Orofino H. and D’Elia E. (2014). Study of thiourea derivatives synthesized from a green route as corrosion inhibitors for mild steel in HCl solution. Corrosion Science, 79: 108 – 118.

10.    Torres V. V., Amado R. S., de Sá C. F., Fernandez T. L., Riehl C. A. S., Torres A. G, and D’Elia E. (2011). Inhibitory action of aqueous coffee ground extracts on the corrosion of carbon steel in HCl solution. Corrosion Science, 53: 2385 – 2392.

11.    Khaled K. F. (2010). Experimental, density function theory calculations and molecular dynamics simulations to investigate the adsorption of some thiourea derivatives on iron surface in nitric acid solutions. Applied Surface Science, 256: 6753 – 6763.

12.    Sanyal B. (1981). Organic compounds as corrosion inhibitors in different environments – A review. Progress in Organic Coating. 9: 165 – 236.

13.    Gopiraman M., Selvakumaran N., Kesavan D., Kim I. S. and Karvembu R. (2012). Chemical and physical interactions of 1-benzoyl-3,3-disubstituted thiourea derivatives on mild steel surfaces: Corrosion inhibition in acidic media. Industrial & Engineering Chemistry Research, 51: 7910 – 7922.

14.    Li X., Deng S. and Fu H. Allyl thiourea as a corrosion inhibitor for cold rolled steel in H3PO4 solution. Corrosion Science, 55: 280 – 288.

15.    Tang T., Zhang F., Hu S., Cao Z., Wua Z. and Jing W. (2013). Novel benzimidazole derivatives as corrosion inhibitors of mild steel in the acidic media. Part I: Gravimetric, electrochemical, SEM and XPS studies. Corrosion Science, 74: 271 – 282

16.    Ali, S.A., Saeed, M.T. and Rahman, S.V. (2003). The Isoxazolidines: A new class of corrosion inhibitors of mild steel in acidic medium, Corrosion Science, 45 (2): 253 – 266.

 




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