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the production of thymoquinone from thymol and carvacrol

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left to right. This is justifiable since it will be increasingly difficult to remove <strong>the</strong> third<br />

electron <strong>from</strong> <strong>the</strong> d orbital. The lower oxidation states are usually found in ionic<br />

compounds <strong>and</strong> higher oxidation states tend to be involved in covalent compounds<br />

(Solomons 1988).<br />

3.3.2. Coordination Number<br />

Coordination number is <strong>the</strong> ability to bind to Lewis bases (lig<strong>and</strong>s) to form<br />

coordination complex ions. In o<strong>the</strong>r words, coordination complexes are species in which<br />

a central metal is attached to lig<strong>and</strong> by coordinate covalent bonds. The central metal is a<br />

Lewis acid (electropositive). A Lig<strong>and</strong> is a Lewis base (electronegative). The total<br />

number <strong>of</strong> metal-lig<strong>and</strong> bonds is called <strong>the</strong> coordination number. Coordination number<br />

varies <strong>from</strong> two to eight <strong>and</strong> it depends on <strong>the</strong> size, charge, <strong>and</strong> electron configuration<br />

<strong>of</strong> <strong>the</strong> transition metal. Many metals show more than one coordination number<br />

(Solomons 1988).<br />

Within a lig<strong>and</strong>, <strong>the</strong> metal ion is directly bonded to <strong>the</strong> donor atom. A coordinate<br />

covalent bond is a covalent bond in which one atom (i.e., <strong>the</strong> donor atom) supplies both<br />

electrons. This type <strong>of</strong> bonding is different <strong>from</strong> a normal covalent bond in which each<br />

atom supplies one electron. If <strong>the</strong> coordination complex carries a net charge, <strong>the</strong><br />

complex is called a complex ion. Compounds that contain a coordination complex are<br />

called coordination compounds (Brunel et al. 1998).<br />

3.4. Types <strong>of</strong> Lig<strong>and</strong>s<br />

Lig<strong>and</strong>s are classified as monodentate, bidantate, polydentate lig<strong>and</strong>s.<br />

Monodentate lig<strong>and</strong>s bond using <strong>the</strong> electron pairs <strong>of</strong> a single atom. Bidentate lig<strong>and</strong>s<br />

bond using <strong>the</strong> electron pairs <strong>of</strong> two atoms. Polydentate lig<strong>and</strong>s bond using <strong>the</strong> electron<br />

pairs <strong>of</strong> many atoms. This group includes bidentate. Polydentate lig<strong>and</strong>s are also known<br />

as chelating agent (Keim et al. 2002).<br />

Monodentate (one tooth) lig<strong>and</strong> can only form one bond with <strong>the</strong> metal ion such<br />

-<br />

as H2O, CN- , NH3 , NO2 , SCN- , OH- , Cl- , etc. in Figure 3.2. Bidentate lig<strong>and</strong> can form<br />

two bonds to a metal such as Ethylenediamine, (H 2 N-CH 2 - CH2-NH 2 ), oxalate in Figure<br />

3.3. Polydentate lig<strong>and</strong>s (chelating lig<strong>and</strong>s) such as EDTA(ethylenediaminetetraacetate)<br />

15

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