A Manual of the Chemistry of the Carbon Compounds

402 THE CHEMISTRY Of
of hydrogen in the isopropyl-group is replaced by bromine, and by
boiling the product with alcoholic potash the oxy-acid is formed,
which is isomeric with oxycumic acid, the latter being at the same
time a phenol, while the former, as alcohol, is an aromatic glycollic
acid.
(C8H6
Engetio Add C.H2(OH)-j OCH. is produced by acting with carbon
( COjH
dioxide and sodium on eugenol (page 390). It forms colourless
prisms, melting at 124°. It is only sparingly soluble in water; the
solution is coloured deep-blue by ferric salts. By dry distillation, it
is resolved into eugenol and carbon dioxide.
ISOBUTYL-BENZENB CSHS.C2H,(CHS)2.
This compound is a refractive liquid, boiling at 160°, and possessing
a fragrant odour. It has been obtained by the action of sodium,
on a mixture of bromobenzene and isobutyl bromide. With bromine
and nitric acid, it forms thick, oily substitution-products, which are
decomposed by heat.
BUTENJL-BEHZENE C9H6.C4H,.
This hydrocarbon, which is also called ylicitylbukiie, is prepared
by adding sodium to a mixture of benzyl chloride, allyl iodide, aud
ether:—
COHS.CH2C1 + C3H6I + Na2 = CflH6.CHi!.C3Hs + NaCl + Nal.
It is a limpid liquid, boiling at 177°, and possessing a strong aromatic
smell. It readily combines with one molecule of bromine.
PhmyleihcnyUmcthjJ Ketone, or Acctocinnamone C^S.i.C^S.rCO.CH3,
is obtained by distilling a mixture of calcium cinnamata and acetate.
It is a fragrant liquid, boiling at 240°. By the action of sodium
amalgam on its alcoholic solution, it is converted into phenylelliyl-
methyl cai'Unol °o H 6-^* \ CH.0H, a crystalline solid, which is iso-
meric with the oxycymenea and with cymyl alcohol
COMPOUNDS WITH ELEVEN ATOMS OP CAEBON.
T
A m y l - b e u c n e C o H 6 . O f i H n i s p r o d u c e d b y t h e a c t i o n o f s o d i u m o n a
m i x t u r e o f b r o m o b e n z e n e , a n i y l b r o m i d e , a n d b e n z e n e . I t i s a
l i q u i d b o i l i n g a t 1 9 3 ° ; w i t h n i t r i c a c i d i t f o r m s a y e l l o w , o i l y m o n o -