554 
Mr Hodgson, Some Reactions of 
Two experiments were then made as follows : 
(a) '72 grms. of sodium were dissolved in absolute alcohol 
and 5 grms. of malonic ester added. Dry ether was then added 
until turbidity began to appear. After standing a little while 
5 grms. of iodoso-benzene acetate were added gradually and the 
mixture well shaken. Heat was developed and the mixture 
allowed to stand for some time. 
(, b ) The same quantities were used and the reaction-mixture 
heated on the water-bath for several hours under the reflux. 
In both (a) and ( b ), after filtering and distilling off the alcohol 
and ether, steam was conducted through the residues. 
Phenyliodide distilled over, and long needle-like crystals 
separated from the solutions in great quantity. On re-crystallising 
these needles from ether they gave a melting point of 76 C. and 
reduced AgN0 3 to metallic silver and mercuric chloride to 
mercurous chloride. 
The reaction therefore proceeds in a manner analogous to the 
action of iodine and of phenyliodide chloride on monosodium 
malonic ester. The yield however was very good, and much 
greater than in the analogous action of phenyliodide chloride. 
The precipitate filtered off was found on examination to be sodium 
acetate only, no sodium iodide being formed. 
Action of phenyliodide chloride on sodium cyanacetic ester. 
Two experiments were first made as follows: 
(а) 1‘673 grms. of sodium wire were dissolved in absolute 
alcohol and then 8’22 grms. of cyanacetic ester added gradually. 
To this solution absolute ether was added until the commencing 
point of turbidity was reached, and then 10 grms. of C 6 H 5 ICL 
were added gradually and the mixture well shaken. Heat was 
developed and moderated by cooling the vessel. After standing 
for several hours, the precipitate formed was filtered off and found 
to contain only sodium chloride. The alcohol and ether were then 
distilled off, and the residue fractionally distilled under reduced 
pressure. After phenyliodide had distilled over, charring com- 
menced and only a few drops of a light brown oil came over. This 
oil, however, did not contain any iodine. 
(б) The same quantities were used and the reaction-mixture 
heated for several hours on the water-bath under a reflux. The 
same operations as above were then performed and the same 
results obtained, viz. : great charring and only a few drops of a 
light brown iodine free oil. 
The same quantities were again used, and the reaction-mixture 
