Malaysian Journal of Analytical Sciences Vol 21 No 6 (2017): 1226 - 1234

SYNTHESIS OF THIOUREA DERIVATIVES AND BINDING BEHAVIOR TOWARDS THE MERCURY ION

(Sintesis Sebatian Terbitan Tiourea dan Sifat Pengikatan Terhadap Ion Merkuri)

Fatimatul Akma Awang Ngah, Emma Izzati Zakariah, Nurul Izzaty Hassan, Bohari Yamin, Suhaila Sapari,

Siti Aishah Hasbullah*

School of Chemical Sciences and Food Technology,

Faculty of Science and Technology,

Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor, Malaysia

*Corresponding author: aishah80@ukm.edu.my

Received: 19 July 2017 Accepted: 30 September 2017

Abstract

Four new thiourea derivatives namely 1-(2-aminophenyl)-3-(naphthlene-1-yl)thiourea, 3a, N-(2-aminophenyl)-N-(1-naphthalenyl)thiourea, 3a’, 1-(3-aminophenyl)-3-(naphthalene-1-yl)thiourea, 3b, and 1,4-phenylene-bis[3-(α-naphthyl)thiourea], 3c have been synthesized by the reaction of 1-naphthyl isothiocyanate, 1a with 1,2-phenylenediamine, 2a, 1,3-phenylenediamine, 2b, 1,4-phenylenediamine, 2c. The binding behavior of 3b for mercury ion was evaluated by ‘naked- eye’, ¹H Nucleus Magnetic Resonance, Fourier Transformation Infrared, and UV-Vis titration methods. Stoichiometry of the host-guest complexation of 3b and mercury ion was found to be 1:1 by plotting molar-ratio curves.

Keywords: synthesis, thiourea, sensing, mercury

Abstrak

Empat sebatian baru terbitan tiourea iaitu 1-(2-aminofenil)-3-(naftil-1-il)tiourea, 3a, N-(2- aminofenil)-N-(1-naftilin-il)tiourea, 3a’, 1-(3- aminofenil)-3-(naftilin-1-il)tiourea, 3b, and 1,4-fenilin-bis[3-(α-naftil)tiourea], 3c telah berjaya disintesis melalui tindak balas di antara 1-naftil isotiosianat, 1a dengan 1,2-fenilenadiamina, 2a, dan 1,3-fenilenadiamina, 2b dan 1,4-fenilenadiamina, 2c. Sifat kelakuan pengikatan sebatian 3b terhadap ion merkuri dikaji dengan menggunakan kaedah mata kasar, ¹H Resonan Magnetik Nukleus, Infra Merah Transformasi Fourier, dan juga pengtitratan Ultralembayung-Cahaya Nampak (UV-Vis). Stoikiometri kompleks 3b dan ion merkri ditemui pada nisbah 1:1 melalui lengkung nisbah molar yang telah diplot.

Kata kunci: sintesis, tiourea, penderia, merkuri

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