Pie 
fase Ge 
“Nores: ON SCIENTIFIC RESEARCH. » Bo AGO 
aS is alee pheaaanien ina satisfactory yield, on boiling the methyl ester of 
4 _ Callylguaiacotearboxylic acid (X) with aniline. 
On the phenglurethiane of various phenols, see pp. 20 and 130 of the present [eport. 
Ag to the Peition GF carvacrol from , Sprite ov, comp. pages 57. et seq. oF this 
se 
Acids. 
Spatial rearrangement of the chlorides of dibasic. alicyclic acids. — Apart from the 
- usual processes employed for rearranging the geometrical isomerides of dibasic acids 
of the alicyclic series, the carboxyl groups of which are contained in different side- 
chains, Marsh*) had found that d-camphoric acid chloride, on treatment with water, 
yields not only the original d-camphoric acid, but in addition the geometrical iso- 
meride, I-isocamphoric acid. This method has been applied by O. Aschan and 
A. Havulinna2) to various acids. They examined whether the sterical rearrangement 
occurs already in the formation of the acid chlorides, or in heating or distilling the 
_ chlorides, or on decomposing them with water, and undertook these experiments with 
each one representative of the camphoric, isofenchoric, and camphenic acid series. 
The result of their investigation was that a great difference was found to exist in the 
behaviour, on hydrolysis, of the distilled and the non-distilled chlorides, the rearrange- 
ment evidently taking place already during the formation or the storing of the chlorides 
and not only during the action of water. |-Isocamphoric acid (from d-camphoric acid | 
with hydrochloric and glacial acetic acids at 180 to 185°) yielded, after conversion 
into the chloride and decomposition of the latter with water, a mixture of I-iso- 
camphoric and d-camphoric acids; the latter was again transformed, in the same 
- manner, into l-isocamphoric acid. cis-Camphenic acid, after conversion into the chloride 
and decomposition of the latter with water,. is transformed only in minute quantities 
into trans-camphenic. acid. On distillation, however, cis-camphenic chloride is partly 
converted into the trans-isomeride, the latter undergoing the same rearrangement on 
distillation, with partial formation of cis-camphenic chloride. The same holds good 
for cis-d,l-isofenchocamphoric acid, whose chloride, on decomposition, is partly con- 
verted into the trans-isomeride, and vice-versa. 
Cinnamic acids. — \n addition to the storax cinnamic acids, according to E..Erlen- 
meyer jun.*), two other normal cinnamic acids exist, the so-called heterocinnamic 
acids which may be isolated from synthetic cinnamic acid. Riiber and Goldschmidt’), 
however, pointed out that the differences between synthetic and storax cinnamic acid 
observed by Erlenmeyer might be ascribed to the presence of impurities in the syn- 
_ thetic product, and actually succeeded in isolating a chlorinated cinnamic acid from | 
commercial synthetic acid. Although Erlenmeyer®) disproved the objection, A. W. K. 
de Jong®), on studying Erlenmeyer’s work, was still under the impression that his hetero- 
cinnamic acid is an impure acid and that to this impurity is due the difference found 
by him between that acid and common cinnamic acid. For this reason, de Jong 
prepared absolutely pure cinnamic acid and investigated whether this acid, prepared 
7 
1) Chem. News 60 (1889), 307.. — 2) Ofversigt af Finska Vetenskaps-Societetens Forhandlingar 59 (27. 1. 1917); 
_ Chem. Zentralbl. 1918, ll. 953. — %) Berl. Berichte 42 (1909), 502; Report April 1909, 138. — +4) Ibidem 48 
~ (1910), 453; Report. April 1910, 189. — 5) Ibidem 48 (1910), 595; Report October 1910, 203. — °*) Kon. Akad. 
_ Wetensch. Amsterdam, Wis- en Natuurk. Afd. 27 (1919), 804, (Meeting of Dec. 28, 1918.) 
