AQ” 
1878, ] 48 ( {Marshall, 
IsoBpuTYL DICHLORSALICYLATE. 
C, H, Cl, OH C OO C H,-C H (C H,).. 
Fusing point 188°-190° C. 
In the case of the monochlor acid the production of this derivative was 
not attended with success. With the dichlor acid the formation of the 
isobutyl compound followed without any difficulty, the usual method being 
employed, viz.: heating the silver salt and isobutyl iodide in a sealed tube 
at 150° C. The contents of the tube were treated with alcohol, thus dis- 
solving the new compound. The alcoholic filtrate was evaporated almost 
to dryness and put away in a cool place. In the lapse of a couple of hours 
the liquid in the beaker had solidified. The mass was removed from the 
vessel, thoroughly dried between filter paper, removing in this manner 
the greater portion of adherent isobutyl iodide, then dissolved in alcohol 
and allowed to crystallize. Warty-like masses appeared of fine, minute, 
almost colorless needles. In alcohol the compound is exceedingly soluble. 
In pure water, even when boiling, it was discovered to be almost insoluble, 
decomposing after a time. 
To extract the compound, cold water was added to a concentrated alco- 
holic solution. This was done several times and the compound then crys- 
tallized from a mixture of alcohol and water. It crystallizes in needles, 
fusing at 188°-190° C. 
An analysis yielded the following results : 
Carbon and Hydrogen Estimation. 
0.1190 Grm. dried substance burned with lead chromate, gave 0.2200 
Grm. CO, = 0.06 Grm. carbon = .5042% carbon. Further .0525 Grm, 
H,O = .0058 Grm. hydrogen = 4.87% hydrogen. 
Calculated per cent. Found per cent. 
Cie tae) C0 50.42 % 
Hi 12 4.56% 4.87% 
Cle i = “37.00% — 
Op == AS —— 18 :29:% — 
263 = 100.00 
ACETYL DICHLORSALICYLATHE. 
C, H, Cl, OH COO COC B,. 
With the monochlorsalicylic acid I had no special trouble to obtain this 
derivative, but with this acid the most careful work apparently failed to 
yield it. The material employed to effect its formation was perfectly pure. 
T invariably obtained a product, but this when purified and analyzed, 
gave results that indicated the compound was nothing more or less than 
the original dichlorsalicylic acid. 
