The Limonene Group of Ter penes. 
345 
-compounds. The solutions turn the plane of polarized light in a 
direction opposite to that of the underlying hydrocarbon: 
dextrogyrate-limonene-/3-nitrolpiperidine [a:] = — 60,37°. 
Isevogyrate “ “ “ “ M D — + 60,18°. 
Their hydrochlorides are almost optically inactive. The dipentene 
base stands in similar relation to its components as does the a-base to 
its. It melts at 152°. 
( NO. 
u-Nitrol benzylamine 27 C 10 H 10 •] 
( NH CH 3 C 6 H 5 . 
The limonene u-nitrol benzylamine crystallizes from alcohol in hard 
needles which possess no sharply defined crystal faces. It melts at 93°. 
It is optically strongly active turning the plane of polarized light in the 
same direction with the underlying hydrocarbon; [a] = + 163.8°, resp. 
—163.6°. The salts of this base are sparingly soluble in water, more read¬ 
ily in alcohol. Their rotatory power is without exception opposite to 
that of the free base. 
dextrogyrate-limonone u-nitrol benzylamine-chlorhydrate [or] = 
— 82.26°. 
lsevogyrate-limonone u-nitrol benzylamide-chlorhydrate [uJ D = 
+ 83.06°. 
dextrogyrate-limonene u-nitrol benzylamine-nitrate [or] = — 81.5°. 
laevogyrate-limonene u-nitrol benzylamine-nitrate [or] = + 81.0°. 
dextrogyrate-limonene u-nitrol benzylamine-d-tartrate [a] = —49.98°. 
lsevogyrate-limonene u-nitrol benzylamine-d-tartrate [a] = + 69.6°. 
dextrogyrate-limonene u-nitrol benzylamine-l-tartrate [u] = — 69.9°. 
laevogyrate-limonene u-nitrol benzylamine-l-tartrate [<*] = + 51.0°. 
The /3-Nitrol benzylamines have not yet been obtained in a pure con¬ 
dition. 
(NO 
a-Nitrol anilids 28 C 10 H 16 ] 
(nhc 6 h 5 
The limonene derivatives crystallize, when pure, from dilute alcohol in 
hard, colorless, tabular crystals which melt at 112-113°. Their action upon 
polarized light corresponds to that of the underlying hydrocarbons, 
viz.: [u] — 4-102.25° resp.—102.62°. The hydrochlorides are sparingly 
soluble in water, more readily in alcohol. Their solutions deviate the 
ray of polarized light but little, however, in the same direction as do the 
free bases. 
