TRANSACTIONS OF SECTION B. 171 



5. Addition Compounds of Aromatic. Amines and their "Nitro -derivatives 

 with Metallic Salts. By Joseph Eeilly, M.A., D.Sc, F.R.G.Sc.I. 



Certain p-nitroso derivatives obtained during a study of the bntylarylamines 

 were characterised by the formation of addition products with various metallic 

 salts (Eeilly and Hickinbottom, Trans. Chem. Soc, 1918, 113, 105, 928). 

 p-Nitrosodibutylaniline yielded double salts with the ch'lorides of zinc, cadmium, 

 copper (cupric), mercury (mercuric), iron (ferric), manganese (ous), tin (stannic), 

 and with the nitrates of nickel, cobalt, and copper. 5-nitroso-7i-butyl-o-toluidine 

 also gave a double salt with cupric chloride. 



It has been observed that secondai'y and tertiary amines, such as mono- and 

 di-butylanilines, are able to combine with metallic salts. 



Derivatives of methylaniline and butylaniline with cobaltous chloride, zinc 

 chloride, and cadmium chloride were prepared and compared. 



Although the derivatives of the alkylanilines with metallic salts must be 

 considered as formed by the calling into play of the residual valency of the 

 nitrogen, the double salts with 7>-nitrosoalkylanilines may either be considered as 

 nitrogen or as oxvgen addition substances. Pickard and Kenyon (Trans. 

 Chem. Soc, 1907, 91, 896) showed that nitrosobenzene also combine additively 

 with metallic salts. The colour of the p-nitrosodimethylaniline zinci-chloride 

 differed also from that of salts which are considered to be true nitrogen addi- 

 tion compounds. They suggested that these compounds of p-nitroso-alkylani- 

 lines were due to the residual valency of the oxygen atom. 



The comparative ease with which the different mono-substituted anilines yield 

 addition compounds has been studied. It is found that aminophenols form 

 a double complex more readily than nitroanilines. Also the stability of the 

 addition compounds of the alkylarylamines is less than that of the corresponding 

 metallic salt derivatives of the primary arylamines. In general, by altering the 

 basicity of the amino group, or by causing an alteration in the disposal of the 

 valencies of the nitrogen atom, the power to yield additive products is altered. 



Taking into consideration the behaviour of nitroso-hydroxy compounds, and 

 the ability of nitrosobenzene to yield addition compounds, it is possible in 

 p-nitrosoa^kylarylamines that not only the amino group but also the nitroso group 

 may have an influence on the formation of a complex with a metallic salt. 



In the afternoon a sectional excursion took place to H.M. Naval 

 Cordite Factory, Holton Heath, hy kind permission of Capt. 

 Desborough. 



FRIDAY, SEPTEMBER 12. 



1. Discussion of Report on Fuel Economy. 

 (For Report see p. 97.) 



The following Papers were then read : — 



2. An Automatic Filter for measuring the sw^peyided Dust in the Air. 



By Dr. J. S. Owens. 



3. The Molecular Phase Hypothesis : a Theory of Chemical Reactivity. 

 By Professor E. 0. C. B.^ly, C.B.E., F.R.S. 



4. Latent Polarities in the Molecule and Mechanism of Reaction. By 

 Professor A. Lapworth, F.R.S. 



5. The Conjugation of Negative and Positive Valencies. By Professor 



R. EOEINSON. 



