viii, a, s Pratt and Gibbs: Two Phthaloximes 189 



Calculated for i?„„„j 

 C14H10O2N2 fn £°"° d t x 

 (percent). (percent). 



Carbon 70.58 70.44 



Hydrogen 4.20 4.09 



Nitrogen . 11.76 11.82 



11.77 



The absorption spectrum of phthalylphenylhydrazine is also 

 plotted in fig. 6. It shows a well-developed ultra-violet band 



heading at r- = 3600 and a step-off extending from -r = 2400 



to 3060. The characteristics of this spectrum throw grave doubt 

 upon the symmetrical structure, 



X=0 



C 6 H 4 ">NNHC 6 H 5 

 \3=0 



given by Hotte. We have found his method of preparation 

 analogous in every way to the formation of phthaloxime from 

 phthalic anhydride and hydroxylamine. The replacement of the 

 oxime group of phthaloxime by the phenylhydrazine residue 

 corresponds to similar reactions studied by Just, 28 and undoubt- 

 edly results in a similar structure. Moreover, a careful study 

 of the absorption spectrum in comparison with those of various 

 phenylhydrazines and osazones described by Baly and Tuck 29 

 and by Baly, Tuck, and Marsden 30 leads us to believe that this 

 compound may not be a hydrazone. We hope to continue this 

 investigation, and in a later article to present conclusive evidence 

 concerning the structure of this interesting compound and its 

 derivatives. 



a Ber. d. deutschen chem. Ges. (1886), 19, 1205. 

 "Journ. Chem. Soc. London (1906), 89, 982. 

 "Ibid. (1907), 91, 1572. 



119480 4 



