6 ART. H. — T. SUZUKI : THE OXIMES AND 



The result« are in good agreement with the foregoing supposition 

 and make Autenrieth and Henning's view of the cyclic con- 

 stitution of this compound doubtful. 



The oxime strongly resists the action of bromine, and sul- 

 phuric and hydrochloric acids, concentrated as well as dilute. 

 No hydroxylamine is obtained on heating the substance with 

 dilute hydrochloric acid to 140° in a sealed tube. Zinc dust 

 and caustic soda reduce the oxime and give ammonia and 

 m-benzenedisul23liinic acid. Sulphur dioxide reduces it to the 

 corresponding imide with a good yield. The action of fuming 

 nitric acid is also a reducing one, the imide being formed ; but 

 the greater portion of the substance seems to be decomposed by it, 

 and a notable quantity of sulphuric acid can be detected among 

 the products of decomposition. The last two reactions will be 

 specially described in the sequel. 



II. m-Benzenedisulphimide. 



This compound may be prepared by reducing the correspond- 

 ing oxime in an alcoholic solution in the same manner as in 

 the case of the monosulphonic acid (see Art. 13 of this volume). 



For this purpose 5 grammes of the crude oxime were placed 

 in a flask, covered with 20 c.c. of alcohol, and a small quantity 

 of water was added to it. A current of sulphur dioxide was 

 passed into this mixture to saturation, the temperature being, 

 kept, at first, at about 50°, afterwards at 60° or a little higher, 

 until all the oxime had gone into the solution. The completion 

 of the reaction w^as ascertained by taking out a small portion 



