; 
/ 
lig Repowe on Serine eee 
nitrite. "thd saluting of rsoniroedeaniphar in glacial acetic acid was trented. 
powdered sodium hydrogen sulphite for transformation into camphor quinone. 
boiling the mixture on a sand bath beneath a reflux condenser hydrochloric acid” wa : 
added and the mixture heated anew. The (d-J)-camphor quinone ae hereafter ? 
was recrystallized from alcohol; m..p. 199°. | 
In order to obtain camphoceanaldehydic acid 15 g. of the quinone were tated 
. with a solution of 45 g. potassium hydroxide in 45 ccm. water up to 280 to. 290° SO 
long until the colour of the mixture (in the beginning yellow) via pale yellow and 
violet, had turned brown. This process lasted 40 minutes. The reaction-product SO 
then dissolved in water and sulphur dioxide passed into the solution, -unchang f 
quinone being extracted by means of ether. Some of the aldehydo acid passes over 
into the ether and may be regained by shaking with sodium carbonate solution. ie) e 
liquid, after saturation with sulphurous acid, is supersaturated with sulphuric acid and 
extracted with ether for isolating the aldehydic acid which after recrystallization from 
ether melted from 61 to 64°. The indistinct melting point indicates that the aldehyd ~ 
acid exists in a cs- and a cis-trans-modification, as does camphoric acid. i i 
The acid, and more especially its solutions, oxidises on standing cat the ait 
readily to camphoric acid. The best is to prepare at once suitable derivatives, suck ho 
as the semicarbazone, oxime, or lactone, which may equally be prepared when the 
acid is contaminated with camphoric acid. The acid proved to be optically inacti 
d-Camphoceanaldehydic acid from the quinone of Japanese camphor, purified 
means of its acetate and recrystallized from ether, at 76 to 78°. Here, too, it m 
be assumed that the indistinct melting point indicates the presence of two ste 
isomeric forms.  [¢]piso + 80°25’ (in ney alcohol; c= 10.586); [@]piso At, Ae 
(in benzene; c = 8.265). 
The oxime of the aldehydic acid was obtained when adding - vagal 
hydrochloride to the aqueous solution of the acid. The d-oxime melted at 153 tol 
the inactive oxime at 148 to 149°, the latter being formed far more, difficultly th 
the active form. ‘The semicarbazone of the A CAMC CY Coe acid melted. 
195 to 196°. 
From d-camphoceane aldehydoacid there is Saad by. this metho “hace 
campholide, us p, 124 to 125°. Rae tb, i 
CO ; . 
hss 
Cae ee >0 : 
; Te tn 
CH-O-COCH;. . 
