548 
Mr Hodgson, Some Reactions of 
compounds could be formed in which the above characteristic 
property would be extended. 
An examination of the compounds 
aiL-i 
C fi H, 
Cl 
\ci’ 
ooc . ch 3 
OOC. CH, 
C fi H, — 1< 
C 6 H 5 -I-C 6 H 5 , 
I x o 
I 
C 6 H 5 — 1 = 0, and C 6 H 5 -I— C a H 5 
I 
I 
shows that the trivalent iodine is combined in all cases with uni- 
valent radicles, except in that of iodoso-benzene in which the 
iodine is united with the oxygen by means of a double bond. 
Experiments were therefore undertaken to ascertain whether 
compounds could be formed in which iodine was united to carbon 
by means of a double bond. To attain this end, the action of 
phenyliodide chloride on the sodium compounds of malonic ester 
and cyanacetic ester, and also the action of iodoso-benzene acetate 
on the same esters, were studied. 
Malonic ester forms two sodium compounds when the theoretical 
quantities of sodium wire are added to solutions of malonic ester in 
absolute alcohol. The action of these sodium derivatives with 
phenyliodide chloride may take place theoretically in two different 
ways, viz. : 
.COO Et 
CH( 
C x COOEt 
.COO Et 
Cl CH.Na< 
\C00 Et 
(1) c 6 h 5 i< 
= CrIL — 1< 
COO Et 
+ 2NaCl 
-Cl CH.Na( 
\ 
COO Et 
CH< 
and 
Cl Na 
c 6 H 5 T< + 
Cl Na 
X C00 Et 
COO Et 
COO Et 
COO Et 
\coo 
= C fi H,— I = C< 
Et 
COO Et 
or (2) 
/COO Et 
01 CH . Na( 
C 6 H 5 — I < + x COO Et = 2NaCl + C 6 H 5 I 
X C1 
CH 
COO Et 
+ 2NaCl, 
COO Et 
^COO Et 
COO Et 
CH 
CH . Na 
^COO 
\ 
COO Et 
Et 
