80 REPORT OF SCHIMMEL & Co. OCTOBER 1915, 
f X 
He further discusses the stereochemical structure of menthol and some of its 
derivatives and finally mentions the conversion of menthylphenyl ether into menthyl- ‘ 
phenol. Menthylphenol (phenylurethane, m. p. 141°) is obtained by the action of 
menthylchloride on phenol in the presence of hydrochloric acid at from 165 to 170°. ~ 
Menthylphenol, when heated with hydrochloric acid, forms menthylchloride and phenol, 
so that the reaction is reversible. Hydrogen chloride acts as a catalyst, traces of it 
being sufficient to carry out the reaction. If the hydrochloric acid formed is removed, 
the yield of menthylphenol can be increased considerably. 
Re esters of menthol, see pages 62 and 63. 
Borneol. G, Pellini*) prepared silicic esters of borneol. By the action of /-borneol 
on silicon tetrachloride, he obtained a mixture of tetra-/-bornyl silicate, (CyoHi7O),Si ’ 
(m.p. 291 to 292°), tri-/-bornyl monochlorosilicic ester, (Cio Hi17O)3 Si Cl (m. p. 215 to 218°), 
di-/-bornyl dichlorosilicic ester (b. p. 203: to 205° at 10 mm.) and mono-l-bornyl tri- 
chlorosilicic ester (b. p. 140 to 142° at 760 mm.). The trichloro ester, when heated with j 
silver oxide in anhydrous ether, yields the normal /-bornyl ester of dimetasilicic acid, — 
(Cio Hi2)2Si2O5, which forms glassy scales which soften at 92° but have no definite 
melting point. 
Santalol. V. Paolini and L. Divizia’) prepared pure e- and §-santalols by purifying 
the strychnine phthalate of santalol through fractionated crystallization. For this pur- 
pose, they added to santalol, mixed with light petroleum, some potassium and, after this 
had dissolved, phthalic anhydride. By shaking with slightly alkaline water they extracted 
the potassium phthalate of santalol, from which the hydrogen phthalate was liberated 
with the aid’ of dilute sulphuric acid and then converted into the strychnine salt. The 
strychnine salts were purified by crystallization from acetic ester and alcohol, until 
melting point and optical rotation remained constant, when they were saponified. 
In this manner pure @-santalol was obtained (b. p. 159° at 10 mm.; diso 0.979; 
ay +1°10'; npwo 1.499). The ‘strychnine phthalate of a-santalol melts at 155° and 
shows [e]p — 1° 40’. : 
The following constants were found for §-santalol: b. p. 168 to 169° (10 mm.); 
di50 0.9729; a@)—42°0’; npwo1.5092. The strychnine phthalate of 8-santalol melts 
between 134 to 135°; [a], — 30° 43’. 
According to caer observations «-santalol Gowen % down to = $29 and 
8-santalol ap — 56°%), which latter value deviates considerably from that found by ~ 
Paolini and Divizia. 
Aldehydes. 
W. Borsche‘*), in his second communication on the condensation of y-ketonic 
acids with aldehydes, describes the condensation of sodium laevulate with anisalde- : 
hyde, piperonal, and cinnamaldehyde. He heated dry sodium laevulate with twice its 
quantity of acetic anhydride and an equal quantity of anisaldehyde for 12 hours on a 
water-bath and then triturated the warm mass with water. On cooling, a lump of 
crystals separated, which was repeatedly washed with cold alcohol, when the con- 
1) Gazz. chim. ital. 45 (1915), I. 380; Journ. Soc. chem. Industry 34 (1915), 685. — *) Rend. della R. Accademia 
dei Lincet, Roma (5), 28 (1914), Il. 226; Chem. Zentralbl. 1915, I. 606. — *%) Comp. Gildemeister and Hoffmann, a 
The Volatile Oils, 2.4 ed., vol. 1, p. 400. — +) Berl. Berichte 48 (1915), 842. See also Ibidem 47 (1914), 1108. > 
