PROCEEDINGS 
OF THE 
Ciimkibgc pljtbso^Ijical Society 
Some Reactions of Phenylioclide Chloride and Iodosobenzene 
Acetate. By Herbert Henry Hodgson, M. A., Ph.D., B.Sc., Trinity 
College. (Communicated by H. O. Jones, M.A., Clare College.) 
[Read 18 May 1908.] 
The aromatic iodides possess the noteworthy property of 
combining with two atoms of chlorine, the iodine previously 
univalent becoming trivalent. Thus phenyl iodide combines 
additively with chlorine to form phenyliodide chloride (I. pr. 
23154; B. 25 3494 ; 26-357, 25-2632). 
C 6 H s I + C1 2 = C 6 H 5 IC1 2 . 
From phenyliodide chloride a further series of remarkable bodies 
was obtained by Willgerodt in 1886, known as iodoso-benzene, 
iodo-benzene, diphenyliodonium iodide and diphenyliodonium 
hydroxide, in which the iodine is trivalent. 
Inorganic chemistry provides us with bodies like IC1 3 , in 
which the trivalent attitude of iodine is manifest. 
Further, the iodoso compounds have the power of uniting with 
acids to form salts, in which they act like a di-acid base ; e.g. 
OH 
C 6 H 5 -I< 
x OH 
An example of this property is afforded in the formation of iodoso- 
benzene acetate, by the action of glacial acetic acid on iodoso- 
benzene. 
CH,. COOH 
/ 
OOC . CH 
C«H 5 IO + = C 8 H,— 1< + H.,0 
CH ;t . COOH x OOC.CH 
At the suggestion of Mr H. O. Jones, the author has investi- 
gated a series of reactions with the object of finding whether 
36 
VOL. XIV. PT. VI. 
