16 ART. 13. T. HAGA : 



quantity of nitrons oxide found is considerably below that 

 calculated under I, but, as has already been stated, the quantity 

 actually collected was probably below the true amount. 



Reduction of Dibenzenesulphohydroxylamine by 

 Sodium Amalgam. 



While the reduction of dibenzenesulphohydroxylamine by 

 sulphur dioxide produces a large quantity of dibenzenesulphimide, 

 reduction by sodium amalgam produces a quantity of benzene- 

 sulphinic acid, with liberation of ammonia. Benzenesulphinic acid 

 was identified by preparing the free acid from the sodium salt and 

 determining its melting point, which was found to be 87°C., and 

 its production was further confirmed by preparing the insoluble 

 zinc salt. Dibenzenesulphimide can be obtained by using limited 

 quantities of sodium amalgam, but only in a very small quantity. 

 The poor yield of dibenzenesulphimide is not a matter of surprise, 

 as the sulphimide itself, when treated with sodium amalgam, is 

 converted into ammonia and benzenesulphinate. Again tribenzene- 

 sulphohydroxylamine, when treated with sodium amalgam, 

 decomposes into benzenesulphinate and ammonia, while the 

 hydroxylamiue-trisulphonates, when similarly treated, produce 

 imidosulphonates and sulphates. These facts show that aromatic 

 sulpl^ohydroxylamines are much more readily attacked by reducing 

 agents than are inorganic hydroxy lamine-sulphonic acids. A 

 small quantity of dibenzenesulphimide can be obtained from 

 tribenzenesulphohydroxylamine by the action of sodium, but only 

 by the use of a limited quantity of this reagent. No benzene- 

 sulphamide could be detected. Sulphur dioxide acts neither on 

 hydroxylaminetrisulphonates nor on tribenzenesulphohydroxyl- 

 amine in an alcoholic solution. 



