Organic 2 Review Problem 226

Organic 2 Review Problem 226 - 2 io P RACTICAL ORGANIC...

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2io PRACTICAL ORGANIC CHEMISTRY derivative, which is then further reduced to the azo-compound. Nitrobenzene thus gives first azoxybenzene, and then azobenzene. 2C 6 H 6 NO 8 -> C,H 5 NO:NC 6 H 6 - > C 6 H 5 NtNC 8 H 6 (3) By condensing nitroso derivatives with primary amines. Nitrosobenzene and aniline, for example, readily give azobenzene. This method is seldom used C 6 H 5 XO -J- H 2 NC 6 H 5 > C 6 H 5 NiNC 6 Pi 5 + H 2 O but is of importance in that it establishes clearly the constitution of the azo grouping. The most noteworthy reaction of azo-compounds is their behaviour on reduc- tion. Prolonged reduction first saturates the azo group, giving the hydrazo derivative (C-NH-NH-C), and then breaks the NH-NH linkage, with the forma- tion of two primary amine molecules. If method (i) has been employed to prepare the azo-compound, these two primary amines will therefore be respec- tively (a) the original amine from which the diazonium salt was prepared, and (b) the amino derivative of the amine or phenol with which the diazonium salt
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This note was uploaded on 09/19/2011 for the course CHM 2211 taught by Professor Castalleano during the Fall '06 term at University of Florida.

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