of thie highs: and Gre lower ‘poniolones ‘of t 
saturated glycols. Starting ffom 4?- -tetrahydro-p-acetyltoluene 
homologue of terpineol prepared by himself ‘some time ago). . 
toluene is formed on oxidation of er terpineol, a Saturated hydroxyketone fe 
‘intermediary product. es 
¥ 
ei Jets Py ee Ee | Shee 
3 | a 
etecoingnk: Saturated hydroxyketone. 
passed over into the satiated hydrantkeibiecaphick ae a cen 
m. p. 197 to 198°. Wallach also Dicparo a eee of! tetaias 
mip. O19: fe 
On reducing tetrahydro-p-acetyltoluene by means of nascent- chydrogea the 
lower oe of ce was obtained, i. ex, A'- Pigs I Pets: 
m. p. 94 to 95°. By means of ailadualts and hydrogen, Wallach scenes in t 
forming the unsaturated alcohol into the saturated body H;C— Cotto CHO H. 
methyl-1-hydroxy-S-ethyl-4cyclohexane; b. p. 203 to 205°. | & 
When 4A'-tetrahydro-p-acetyltoluene is brought to react. with “meting 
iodide, «-terpineol is formed. Since the former body is accessible from 
this reaction leads from 6-terpineol to the «-isomeride. | ‘ 
On treating A'-tetrahydro-p-acetyltoluene with ethyl magnesium iodide, there — 
DEAS Gals : 14s ‘ ie ; iu 4 
a homo-a-terpineol H;C ae ~€ OH 4), b. ps 233.10 2340-8 
NeH 
uy see, when warming with sodium methoxide iain it yields 3 a ho 
alba with dilute salphuric acid the homo-e-terpineol passes over ‘into ie 
terpin H3C~C Sik <OH of the m. p. 65 to 67°. By Laces 
ae / \CH, , J * 4 E ma } 
with palladium and hydrogen, a homologous menthanol Hic 
223 to 225° (760 mm.) results, whose phenylurethane mets s unsharpy ; 
120° and is evidently a mixture. 
a. 
HF apie) ae 
ay Liebig’s iia) 444 £4917), 204. - 2) Toidem 324 (1902), 93; Rar 
Annalen 360 ee 88 ; itd April 1908, 165. 
