Configuration of Trivalent Nitrogen Compounds. 491 



of its rotatory power were made in dilute alcohol solution con- 

 taining 30 — 50 per cent, of alcohol. 



The values of [M] D in a 2 per cent, solution were about 53° — 

 54° and did not change appreciably on recrystallisation. 



Analysis of the salt gave numbers agreeing with the formula 



C 8 H B . C 7 H 7 -N-NH 2 . C 10 H 15 . S0 4 H. 



The benzyl-phenyl-hydrazine recovered from the salt was 

 optically inactive when examined in ether solution. 



The corresponding salt of methyl-phenyl-hydrazine seemed to 

 split up in ethyl acetate solution into acid and base, crystals of the 

 acid being deposited on cooling. 



Methyl-etliyl-aniline-sidphonic acid, which has not hitherto 

 been described, was prepared by heating together methyl -ethyl- 

 aniline and excess of sulphuric acid for several hours at 180° — 

 190° C, or better by using molecular proportions of amine and 

 chlorsulphonic acid, when the heating need only be of short 

 duration. The product was then treated with water, the solution 

 boiled and treated with barium carbonate until neutral, the barium 

 sulphate filtered off and the filtrate evaporated to crystallisation 

 point. In this way the barium salt 



(CA<™ l)(CA) ) i Ba.2H 2 



was obtained, this was dissolved in water and decomposed by the 

 addition of the calculated quantity of dilute sulphuric acid, the 

 barium sulphate filtered off and the filtrate evaporated to dryness. 

 The acid, which is very soluble in water and much less soluble in 

 alcohol, was recrystallised from dilute alcohol in a desiccator over 

 quicklime, and was obtained as colourless needles melting at 

 249°— 250° C. 



Analysis showed the formula to be 



/N(CH 3 )(C 2 H 5 ) 

 6 4 \S0 3 H 



Brucine-methyl-ethyl-aniline-sidphonate was prepared by boil- 

 ing molecular proportions of the acid and base with water until 

 the base dissolved, and allowing the solution to crystallise. The 

 salt formed lustrous prisms melting at 60° — 61° C. and was found 

 on combustion and determination of the water of crystallisation 

 to be C 32 H 39 N 3 . S0 7 . 4H 2 0. 



On account of the low melting point of the salt it was found 

 necessary in recrystallising to use a solution saturated at a tempe- 

 rature not exceeding 60° C, else the salt separated as an oil. 



The salt is only soluble to the extent of about 1 per cent, in 

 water, and hence determinations of the rotatory power are difficult. 



