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of sulphuric acid yielded an acid Cy9H1sO2 (probably a mixture of both 7-norcampholenic 
acids) and a neutral compound, the lactone of oxydihydro-7-norcampholenic acid. 
Besides, during the exposure to the light an aldehyde had formed, which is charac- 
terized by a semicarbazone melting from 156 to 158°. An analogous investigation of ; 
camphor was carried out at the time by Ciamician and Silber’). 
A. Kétz and E. Lemien?) report on the synthesis of terpene ketones, CioHi.O, 
from ketones, Cy)HisO. They converted sabina ketone into hydroxymethylene sabina 
ketone (m. p. 51 to 52°) according to Claisen’s*) method and reduced it, following the 
indications of Skita, with hydrogen and palladium chloride, to methyl sabina ketone, 
CioHigO, an intensely and agreeably smelling liquid, boiling at 221°. In the same 
way nopinone yielded over hydroxymethylenenopinone (m. p. 71 to 72°) methylnopinone, 
C1oHigO, which smells considerably stronger than nopinone. B.p. 215 to 216°; semi- 
carbazone, m. p. 179 to 180°. The authors indicate a second way to prepare methyl-— 
nopinone. From nopinone and oxalic ester, by means of sodium ethylate, they arrived 
at nopinone oxalate (b. p. 158 to 160° at 17 mm.), which was transformed into nopinone 
_ carboxylate after several days’ heating on a sand-bath. When heating sodium nopinone 
oxalate with a great excess of methyl iodide and under addition of alcohol, a slight 
reaction took place in the course of several days. On saponification a little methyl- 
nopinone was formed in addition to a lot of nopinone. 
As to polymorphism of camphor see page 72. 
Re rotary movements of camphor floating on water see page 73. 
Epicamphor. Analogous to the synthesis of. /-epicamphor*), R. Furness and W. H. 
Perkin®) have obtained d- and d,l-epicamphor. With the aid of sodium amide and 
carbonic acid, they converted /-camphor into /-camphorcarboxylic acid (m. p. 125 to 127°), 
which on electrolytical reduction yielded a mixture of /-borneolcarboxylic acids, from 
which under the action of acetyl chloride and subsequent distillation /-bornylene-3-car- — 
boxylic acid (m.p. 110 to 112°) resulted. The ester of this acid was converted into 
l-bornylene-3-hydroxamic acid (m. p. 135 to 136°), from which d-camphor resulted: 
m. p. 182°, [@], —98,9°; semicarbazone m. p. 237 to 238°; oxime m. p. 103°. d, l-epi- 
camphor was prepared from its components as well as from d,/-bornylene-3-carboxylic * — 
acid. It melts at 180°; the oxime, between 98 and 100°. 
; 
Chlorocamphor. By heating «-chlorocamphor with sodium ethylate according to 
Kipping’s °) method, T. M. Lowry and V. Steele’) obtained stereoisomeric «’-chloro- 
camphor, m.p. 117°; [e]p + (?) 41,4° ( g. on 100 cc. of alcohol). «-chlorocamphor 
showed in similar dilution [@], 97,0° (4-2). 
Isocamphor. In the course of his investigations of the terpenones of the camphor | 
¢-CO-CH; series, E. Rimini?) observed that, on reduction with colloidal 
NG palladium, isocamphor forms dihydroisocamphor. On oxidation 
Hp C Ve of isocamphor, acetone, succinic acid and «-ketoglutaric acid 
H.C CH-CH(CH;), are formed. Rimini ascribes to zsocamphor the formula which 
Isocamphor. Wallach had already declared probable‘). 
1) Berl. Berichte 48 (1910), 1340; Report October 1910, 167. — % Journ. f. prakt. Chem. II, 90 (1914), 314. — 
%) A. Kotz u. E. Schaeffer, itédem II. 88 (1913), 605; Report April 1914, 126. — 4) Comp. Report April 1914, ; 
140. — 5) Journ. chem. Soc. 105 (1914), 2024; Chem. Zentralbl. 1914, I]. 1315. — 8) Proceed. chem. Soc. 24 
(1905), 125. — 7) Ibidem 30 (1914), 201. — 8) Rend. della Soc. Chim. Ital. 1914, 27 (the author kindly sent us 
a reprint); Chem. Zentralbl. 1914, 1. 1653. — °) Liebigs Annalen 892 (1912), 69; Report October 1912, 160. 
