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Notes ON SCIENTIFIC RESEARCH. ae eo 
» 
om The phenylurethanes obtained by Weehuizen showed the following melting points :— 
-o-cresol, 141°; m-cresol, 121 to 122°, p-cresol, 121 to 123°; thymol, 106 to 107°, menthol, 
‘111 to 112°; borneol, 137 to 138°; eugenol, 95°. - 
We beg to add that linalool phenylurethane may be obtained in the usual way 
_ without any difficulties. 
“The ‘same object, i.¢.: the identification of some terpene alcohols, is arrived at by 
_means of the p-nitro- and p-aminobenzoates, the preparation and properties of which are 
given by S. V. Hintikka and L. Melander*). We take notice of their wook, because it 
“seems not improbable that these compounds may be used for identifying these alcohols. 
The borneol ester of p-nitrobenzoic acid is obtained on heating 3 parts of borneol with 
4 parts of p-nitrobenzoyl chloride; m. p. 13492). In the same way, the p-nitrobenzoate 
of camphenilol is formed; the camphenilol used had m. p. 68 to 69°; [e]) + 19.12°. 
The fenchyl ester of the same acid was obtained on heating 4 parts of fenchyl alcohol 
-and 5 parts of the acid chloride; m. p. 108 to 109°; the alcohol (prepared from fen- 
-chone) showed [«],) — 8.43°. On reducing bornyl p-nitrobenzoate with stannous chloride, 
tin and concentrated hydrochloric acid, bornyl p-aminobenzoate resulted; m. p. 144°; 
acetyl derivative, m. p. 158°. Camphenilyl p-aminobenzoate melts at 165°. 
_ Attempts to prepare fenchy! p-aminobenzoate proved unsuccessful, since the fenchyl 
ester of p-nitrobenzoic acid resinified on reduction. 
A. Verley*) has published a paper on the constitution of geraniol, linalool, and nerol, 
with which we wish to make our readers acquainted. We are, however, obliged to. 
remise that Verley brings but few experimental details, so. that it is difficult to form 
an Opinion on the value of this work without after-examination. 
The auther started from citral “a”, purified twice by means of the bisulphite 
‘compound, and boiled it with a 1 per cent. caustic soda solution, 
a CH,-CH,-CH)-C:CH-CHO 
FHisC - Citral : Yank CH, 
‘when he gutted a methylheptenone, b. p. 168°, which was different from. Wallach’s 
r ethylheptenone from cineolic acid anhydride of the b. p. 173 to 174°. The methyl- 
heptenone obtained by Tiemann from geraniol derivatives boiled from 171 to 172°. 
erley’s methylheptenone from citral “a’’, on oxidation with potassium permanganate 
according to Tiemann and Semmler, yielded a glycol which, by further oxidation with 
; ~ (HO)H.C Me 
>OIOHD CH. CH CH-CO- Ct 
3 
chromic acid gave merely traces of acetone, whereas synthetic petayiheneenoue gave 
out the theoretical quantity. Hence, Verley ascribes to his methylheptenone from 
tral “a”, which he terms «-methylheptenone, the following formula which. is readily 
“derivable from that of citral “a”’:— 
NG es 
Don ’ CH. ie CHe * CH. 9 CO ® CHa. 
a-Methytheptenone. 
4) Ann. Acad. Scient. Fenn., Ser. A 10 (1919), No. 13; Chem. Zentralbl. 1919, I. 836. — *) Comp. Henderson 
nd Heilbron, Proceed. chem. Soc. 29 (1913), 81. — *) Revue des produits chimiques 21 (1918), 352. 
Q* 
