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IOWA ACADEMY OF SCIENCE 
to be unsatisfactory. In general, the third method has been 
chosen by Remsen and his students^^ as it seemed to give the 
most constant results. In this work, however, it has been found 
that by using carbon tetrachloride as the solvent the products 
were of the same nature as those obtained by Remsen and his 
students by the water method. The process is shorter and the 
substances are easily separated from one another. 
Prom the symmetrical acid chloride two products were ob- 
tained. One of these, which is insoluble in cold, reasonably 
dilute sodium hydroxide, is known as the anil. It corresponds 
to the formula 
0=0 
,>N . O.H. 
It resembles the imide in many respects, but does not form 
salts as it contains no imido hydrogen. 
The other product contains two aniline residues and forms 
salts, ie., is easily soluble in dilute sodium hydroxide. For this 
the formula has been given as — 
CHs 
CHs 
NO, 
N0« 
rather than — 
CONHCeHs 
SO.NHCeHs 
SO 
C=(NHC6H5). 
^ O 
The proof of these formulas is given by analogy with that of 
the anil and symmetrical dianilid of o-sulphobenzoic acid. 
Remsen and Kohler^® found that if the anil was boiled with 
sodium hydroxide solution it dissolved and could be precipitated 
again by acidifying the solution. It was not, however, the 
anil after this treatment, but an anilido acid, which could be 
transformed again into the anil by treating with phosphorous 
i^Loc. cit. 
i^Am. Chem. J., 17, 338, 1895. 
