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.