cis Ceres: Pema ee ee ee 
ae NOTES ON ‘SCIENTIFIC RESEARCH. 3 ete 123 
tyryl chloride; yield in | ethereal “solution, 50° p. C. cen chloride in xylene gave 
Piccoulaied cyanohydrines of various aldehydes. — J. Aloy and C. Rabaut*) have 
_ prepared the benzoylated cyanohydrines ann the corresponding amides and acids of 
a several aldehydes which are of interest for our special industry. In order to prepare 
these derivatives, an equimolecular mixture of potassium cyanide and of the aldehyde 
in water is treated with benzoyl chloride and the reaction-product extracted with ether. 
-Cinnamic aldehyde forms a benzoylcyanohydrine m. p. 66 to 67°, the derivative of 
3 ‘cuminaldehyde melts at 65°. The benzoylcyanohydrine of cinnamic aldehyde, on 
treatment with acetic acid and zinc, or cupric oxide, passes over into the corresponding 
amide. The amide corresponding with the benzoylated cyanohydrine of cuminaldehyde 
has the m. p. 182°, that of cenanthaldehyde: 104 to 105°. The benzoyl cyanohydrines 
* valeric and cenanthic aldehydes, of citral, menthone, and pulegone were obtained 
only aS syrupy masses. 
. = -Citronellal. — From the investigations of C. Harries and A. Himmelmann?) it must 
_ be accepted that citronellal is no uniform body, but a mixture of two isomeric alde- 
_ hydes citronellal (I) and rhodinal (Il). Later investigations of Harries and F. Comberg’) 
_ have confirmed this view, but it was hitherto impossible to isolate the two isomerides. 
_ Now, H. J. Prins*) has endeavoured to effect this separation. From Java citronella 
4 oil he obtained by fractionation two parts, the one of the b. p. 200° (semicarbazone, 
im. p. 78°; semioxamazone, m. p. 183 to 184°) and the other of the b. p. 198° (semi- 
_ carbazone, m. p. 81 to 82°; semioxamazone, m. p. 185.5 to 186.59). Citronellal thus pre- 
2 pared was purified by means of the bisulphite compound according to Tiemann. and 
5 Schmidt*) and yielded the following fractions: — 
a Citronellal I He Citronellal I 
e B. p. 203 to 204° B. p. 198 to 199° . 
ey Npiso 1.45882 - Npreo 1.45742 
- oe of semicarbazone 85.5 to 86° M.p. of semicarbazone 83 to 84° 
a » » semioxamazone, 184 to 186° » » semioxamazone 189 to 190° 
te Attenpts to separate the two bisulphite compounds on account of their different 
solubility in alcohol were without success. 
eA 
. ie H.C 
ee 3: Ee » CHa: CHs: CHa: CH (CHs): CHa CHO 
— ae ; (1) Citronellal. 
ee HsC. 
@ CCH: CHa CHa: CH (CH.)- CHa CHO 
z ie : (Il) Rhodinal. 
ti Furthermore, Piles transformed a considerable amount of citronellal, 700 g., into 
the bisulphite compound, washed the latter with much benzene, then with some litres 
of alcohol, dried sharply’ at the suction pump and decomposed the compound with 
potash solution in presence of much ether, chilling during this operation. After washing 
= very diluted acetic acid he distilled the oil separated in vacuo (15 mm.), the whole 
ao * 2) Bull. Soc. chim. 1V. 28 (1918), 98. — *) Berichte 41 (1908), 187; Report October 1908. 185. — +) Tnehin's 
Annalen 410, (1915), 1; Report October 1915, 73. — +) Chem. Weekblad 14 (1917), 692. — 5) Berichte 29 (1896), 
“ge: Report October 1896, 90. : 
