202 
IOWA ACADEMY OF SCIENCE 
been adopted as the correct one. He states that the reaction 
proceeds in three steps according to which we would have, 
( 1 ) 
NO, 
(2) 
' NO. 
( 3 ) 
NO, 
CH, 
+ CH3OH 
COCl 
so, Cl 
CH3 
CH3 
+ CH30H 
COOCH3 
S02C1 
CH3 
+ CH30H 
COOCH3 
SOOOCH3 
NO, 
+ HCl 
COOCH3 
SO, Cl 
CH3 
NO, 
+ HCl 
COOCH3 
S0,0CH3 
CH3 
NO, 
CH3 
COOCH3 + ^0 
CH3 
SO 2 OH 
Of the three substances formed, two, the first and third, are 
produced by boiling the unsymmetrical acid chloride with alco- 
hol; only one, the third, is formed from the symmetrical chlor- 
ide. The second product shown above has not been isolated 
in this reaction. It, the diester, has, however, been made in 
another way. Its instability toward hydrolizing agents will 
explain its easy decomposition, though in the absence of hydro- 
chloric acid, it can be recrystallized from alcohol with only 
slight loss. 
In all of the experiments with the alcoholic derivatives of 
the two acid chlorides, the final products are the same, the 
Duly difference being the formation of the ester of the sulphone 
chloride as an intermediate product in the action of the alco- 
hol on the unsymmetrical acid chloride. 
