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Module I Oxidation Reactions - NPTel

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NPTEL – Chemistry – Reagents and Organic reactions<br />

2.1.3.3 <strong>Oxidation</strong> of Amines<br />

Scheme 9<br />

The oxidation of amines can lead to various products depending on the nature of<br />

the starting compound. This section describes the oxidation of amines to imines<br />

and amides (Scheme 10).<br />

Ph-CH 2-NH-Ph<br />

NMe 2<br />

MnO 2/C 6H 6<br />

81 o C<br />

MnO 2/CHCl 3<br />

18 h/RT<br />

Scheme 10<br />

2.1.3.3 <strong>Oxidation</strong> of Hydrazo Compounds<br />

Ph-CH=N-Ph<br />

Me CHO<br />

N<br />

Hydrazobenzene can be oxidized to azobenzene with high yield (Scheme 11).<br />

Ph-NH-NH-Ph<br />

MnO 2/C 6H 6<br />

24 h/ 81 o C<br />

Scheme 11<br />

2.1.3.4 Oxidative Cleavage of 1,2-Diols<br />

Ph-N=N-Ph<br />

97% yield<br />

1,2-Diol undergoes oxidative cleavage to afford aldehydes or ketones (Scheme<br />

12).<br />

Joint initiative of IITs and IISc – Funded by MHRD Page 20 of 122

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