lution reduced ialestiolytically. in ‘Bredt’s Fenietion: 
im amalgam ak cathode. ‘The ete -#-canpholide melted at 
me dissolves the elasone without aidihon oe Bidlasea Hronnde. 
x Camphoceanal ehydic acid is sensitive towards the air, as was mentioned above. 
-when | the air is excluded an alteration takes place in the ‘acid by deliquescing; 
ro a determination of the molecular weight (by the cryoscopical method) of the 
ligt juef ied d-acid, in benzene solution, it seemed to be a case of polymerization, © The 
beat it way of keeping the aldehydo. acid is to transform it into its stable acetate, acetoxy- — 
npholide described above, which on saponification with sodium carbonate is easily 
4 
isformed into camphoceanaldehydic acid. LAcetoxy-8-campholide metted at 124 _ 
the acetates which points to stereoisomerism of! the acetyl radicals comparable with 
th _ isomerism between borneol and isoborneol. _Iso-d-acetoxy- é-campholid is formed 
on h jeating d-camphoceanaldehydic acid with an excess of acetic anhydride in a sealed | 
Oo In addition to d-acetoxy-8-campholide, _m. p.. 126-to 128°, iso-d-acetoxy- a 
aphislide of m. p. 81 to 83° is ‘the result. On saponification they yield both the 
noacetates obtained by prolonged beating with much acetic anhydride, in addition 
to the one described above. (m. p. 97 to 989) a. different one of the m. p. 73 to 74°, | 
Both the inactive acetates yield on saponification the same aldehydic acid. | 
At the conclusion of his paper, Bredt deals with a communication on intra-_ 
cular rearrangement of primary amines and amino acids in the camphoceane 
5 and on the structure of 8-campholide. He explains, on theoretical cron) 
34 ‘the aunet eat authors found Gifforent properties of a a ae 
| ¥ _ Cinenic acid. — This sent cee sei years ago by ‘Rupe?), eins in two isomeric 
forms known as «- and #-cinenic acid. Its constitution has been proved by synthesis 
ned by Rupe and Schlochoff*) and Rupe and Liechtenhan‘) showing that the 
d contains a hexacyclic ring consisting of five carbon atoms and one oxygen atom. 
: a communication on a- and A-cinenic acid, ‘Rupe and Blechschmidt*) are of ofini 
‘it is difficult to explain a cis-trans-isomerism on account of the alternating position 
f ‘methy! and the carboxyl groups with regard to the plane of the nucleus. 
Ey possibility for explaining this isomerism has hitherto not been taken into 
eration, 1. 2 the assumption that cinenic acid might. have the constitution of a 
ylactone. Such a body might show the properties of an acid and would easily 
1e Jactone of a dinydroxy a acid My) described. by Rupe and mous: as cinogenic 
ed + uibt ouly: the method for preparing ‘and Ae liquid 8-cinenic acid, Bi also 
LE od a number of salts of this acid as ee as possible, the differences in the 
hoe f. prakt. Chem. \. 84 (1911), 7925 Report April 1912, 191. — *) Berichte 88 (1900), 1129; Report 
F 1900, 76. — 4) Ibidem 88 (1905), 1498; Report October 1905, 109. — *) Ibidem 41 (1908), 1278; Report 
1908, ef - 4 Journ. f. prakt. Chem. AL % O91), 59. — %) Berithte 84 (1901), 2193; Report 
tobe: 68. ‘ = : 4 
4% 
A 
1 (125° ’ the. inactive isomeride at 97 to 98°. Bredt obtained a second isomeride of p 
ee ee oe (d + 1)-camphoceanaldehydic_ acid equally two isomeric — ee 
nion | 
om being an e-lactone, with alkalies or even alkali carbonates. The body would then.) 
