Sesto. see | oa ) . 
ope ri, : Dee ( Mo) R 2 f = 
“ketone has now been Pe decionted biosely by E Sernagiotto Z) wha termed it carvone- 
whor. On oxidation with alkaline: permanganate, solution te ketone furnished a 
>. 22 to 2240; oxime, m. p. 167°: Sa iceeR is one m. p. 209°, By reduction of cab oie 
m phor with sodium and alcohol the corresponding | alcohol carvone- borneol is formed, 
, 135°, the semicarbazone (2!) of which- melts at 239°. ' 
_Bucervone.— As Wallach®), has demonstrated shortly. ago, there is obtained, by 
I iene votine, m. a 56 to 5/9. In his 125% paper “On ene and Pcential Oils” 
\ 9a occupies himself-anew with derivatives of the eucarvone series. He found 
cy for 8-dihydroeucarvone. The reduction of the oxime was —) CHs 
eff ected by means of sodium and alcohol. The acetyl compound Was : 
. ‘base melted at 110.5° and was identical with the acetyl HC CO 
derivative of tetrahydroeucaryylamine obtained by Wallach on | | 
reducing tetrahydroeucarvoxime. | ma 3 ones CH, ~ 
_ Wallach has furthermore studied the aitice behaviour OP i fox. 
Beeston: On gabe with bromine in saci H.C 
4-Dihydrocucarvone, eb 
ses over into orient andidehcatyone: Bibione m. b. 1930: oxime, 
m. p. 84°. On reduction with sodium in alcoholic solution, the hydroxyketone furnishes 
, _aglycol, b. p- 112 to 117° (4mm.). The hydroxyketone forms a chromic acid ester of high 
“re BiAaNCe. On brominating Pee AY OOS in glacial acetic acid without cooling, 
= 
« 
= 
) 
g yet known as to the nature of this bony: premanlys it is an OGRE 
Phenols Sad aheor ethers. 
: f Berichte t (1908), 1928; Report Maveniber 1908, 159. ve 2) Gazz. chim. ital. 47 (1917), 1. 153; Journ. Soc. 
Industry 36 (1917), 614. — %) Liebig’s Annalen 403: (1914), 87; Report April 1914, 143. — 4) Ibidem 414 
), 67. — Sy K. Akad. Wetensch., Amsterdam 1909, 15; Py October 1909, 26. 
t the unsaturated 8-dihydroeucarvoxime | could pe reduced direct to the saturated 
N 
CCH 
sat turated Diorobasic acid of m. p. 91.5 to 92. Shee When the dibromide is-hought to react. 
a 1 sodium methoxide an oil with the smell of cloves is the result, ee however, © 
