246 



SCIENCE 



[K. S. Vol. XXVI. No. 660 



This article will appear in the Journal 

 of the American Chemical Society. 

 Separation of the Yttria Earths: Benton 



Dales. Reported by title. 



ORGANIC CHEMISTET 



J. Bishop Tingle, chairman 

 I. On the Affinity Constant and Constitu- 

 tion of Several Urazoles. II. On the 

 Velocity Constants of the Reactions be- 

 tween Alkyl Ealides and Urazoles: S. F. 

 Agree and G. H. Shadinger. 

 The affinity constants of phenyl-iirazole 

 and l-phenyl-4-methyl-urazole are 0.00001, 

 that of l-phenyl-2-methyl-urazole is 

 0.00000006, that of l-phenyl-3-ethoxy-ura- 

 zole is 0.00000004, while the constants for 

 phenyl-3-thio-urazole and l-phenyl-3-thio- 

 4-methyl-urazole are 0.017. New evidence 

 has thus been produced in favor of the view 

 that phenyl-urazole and phenyl-3-thio-ura- 

 zole are tautomeric compounds. 



Work on the reactions of alkyl halides 

 with urazoles, hydroxides, carbonates, thio- 

 acetates, etc., proves that the alkyl halide 

 reacts with the anion of the urazole, hy- 

 droxide, etc. 



The alkyl halides do not seem to form 

 alkyl derivatives through the intermediate 

 dissociation into alkyl and halide ions. 



The alkyl halides do not seem to react 

 with salts by first uniting with the cathion 

 and forming a complex cathion which then 

 reacts with the anion. 



The alkyl halide seems to react as a neu- 

 tral molecule with the anion of the sub- 

 stance which is alkylated. 



The Synthesis of 7-amino-4-Qui')vazolones 

 from m-toluylenediamine : M. T. Bogert 

 and V. J. Chambers, Columbia Univer- 

 sity. 



The diamine was acetylated, the toluene 

 methyl group oxidized to carboxyl, the 

 acetanthranil prepared from this di-acet- 



amino acid, and quinazolones produced by 

 condensing this acetanthranil with primary 

 amines. 



An Investigation of Certain Properties of 

 the Sulphanilic Acids: V. J. Chambers, 

 Columbia University. 

 A preliminary study of certain reactions 

 of o-sulphanilic acids, together with the de- 

 termination of the relative stability of the 

 acyl derivatives of o-, m- and p-sulphanilie 

 acids. 



Studies in Nitration III. Nitration of N- 

 Acylated Compounds of Aniline derived 

 from Monobasic Acids: J. Bishop Tingle 

 and F. C. Blanck, Johns Hopkins Uni- 

 versity. 



The experiments were carried out under 

 the same general conditions as were em- 

 ployed in the nitration of the iV-alkyl de- 

 rivatives of aniline; nitric acid alone, and 

 in admixture with acetic acid, oxalic acid, 

 trichloracetic acid and concentrated sul- 

 phuric acid, respectively, being employed. 

 The following acyl-derivatives were used: 

 formanilide, acetanilide, trichloracetanilide, 

 propanilide, stearanilide, benzanilide, meta- 

 brombenzanilide, orthotolylsulphoneanilide, 

 phenylsulphoneanilide, phenylacetanilide, 

 picranilide. All the products of the reac- 

 tion have not yet been fully identified. 



On the Constitution of Phenyl-urazole 

 {III.): A Contribution to the Study of 

 Tautomerism: S. F. Agree, Johns Hop- 

 kins University. 



Experimental work and the application 

 of the mass law show that the relative 

 amounts of the two stable derivatives 

 formed in the reaction of a tautomeric com- 

 pound, existing in two tautomeric forms in 

 equilibrium, and another reagent depend 

 upon (1) the relative reactivity of the two 

 tautomeric forms towards the other re- 

 agent, (2) the ratio between the amounts 

 of the two tautomeric forms when they are 



