: {SCIENTIFIC RESEARCH. 7 OO ioe Cy a 
By: dehydration ey a- Erpethyleamphoraxine, the Mthors obtained «-methylcampholenic 
Biri e. described previously by Glover; b. p. 105 to 106° (16 mm.); [4]p + 53.3° (0.464 g. 
10 cc. absolute alcohol). It is a colourless liquid with .a very penetrating, rather 
dleasant smell. When heated with caustic alcoholic potash it is converted into «-methyl- 
ca pholenic. amide; m.p. 80 to 82° or 91 to 92° according to its crystallising with 
a without water. The amide is optically inactive; evidently a rearrangement has 
taken place’ by the action of alcoholic potash. The same rearrangement appears to 
ass Off when the nitrile is saponified with dilute sulphuric acid. 
_ Furthermore, Haller, in community with J. Louvrier’), reports on the preparation and 
exesigatort ‘of various monoalkyl und dialkyl camphors and derivatives therefrom. 
ee a ae eG, a /SHCHe 
14 st lia Titan gi 114 : 
eae \CHOH : NCONH: 
(I) Dimethylcamphor. SACI: AO CDigeriaborieal): (TH) Dimethylcampholic amide”). 
5 CH(CHs)» CH-CHs ~ __/GH:CHs 
si ne fi “aA mre ee CoH | 
: ‘ CO.H Be C:NOH 48 ier C: NO.- CO: NH: C.Hs aes 
q (iv) eSrk pe cueae acid”). (V) SA ee a aa ; (V1) o&-Methylcamphoroxime 
acres. (phenylurethane) ey 
4 Diethyleampholic wi. obtained by ae dictiylCanbhor cas sodium amide; 
.p. 75°; b. p. 185° (12 mm.); [e@]piso + 76° 15 ’ (0.1530 g. in 10 cc. alcoholic Shaipats 
dicth yleampholie acid, from the amide with concentrated sulphuric acid and sodium 
nitrite; m. p. 78°; b. p. 157° at 20 mm.; [@]ps0 + 60° 59’ (0.5137 g. in 10 ce. alcohol); 
methylethylcampholic amide. obtained cots methylethylcamphor in the same manner; 
m. p. 60°; b: p. 180° at 14 mm.; [¢]pis0 + 75° 42’ (0.8236 g. in 10 ccm. alcohol); methyl- 
ethylcampholic acid. m. p. 740. [@]piso +57°10’ (0.0991 g. in 10 cc. alcohol); allyl- 
aamphor. prepared from camphor, sodium amide, and allyl iodide; b. p. 118° at 12 mm.: 
d*2 0.969; [@]puo + 78°51' (0.6509 g. in 10 cc. alcohol); on reduction with sodium and 
alcohol it yields allylborneol, p.b. 119° at 14. mm.;-[e]pio + 19° 23’ (0.8429 g. in 10 cc. 
alcohol); phenylurethane, m.p. 64°. Diallylcamphor results on treating, monoallyl- 
camphor with sodium amide and allyl iodide; b.p. 155° at 16mm.; d°> 0,982; [@]pio + 148° 
0.54271g. in 10 cc. alcohol); by reduction with alcohol and sodium it yields diaily/- 
borneol, m.p. 47°; [@]piso + 77° 51’ (0.3425 g. in 10 cc. alcohol); dibenzylcamphotic 
amide, from Bibenryicinsphior in the usual manner; m: p. 12t?; b; p. 300° at 42:mm; 
f2)p06 + 33° 7’ (0.2707 g. in 10 cc. alcohol). Ethyl i aeudenmaplolie amide, from ethyl 
denzylcamphor, m.p. 181°; b. p. 230 to 240° (12 mm.). 
_ From ethylcamphoroxime were. obtained: en tile SHenuircHiane. m.p. 146°, and 
e' i See nitrile (by heating the oxime with concentrated hydrochloric acid, 
_the ethylcamphoroxime carbanilide up to 130° in a vacuum); b. p. 110° (11 mm.); 
‘2 0.903; [«]pz0o + 70° 33’ (1.0489 g. in 10 cc. alcohol). On saponification it yields _ 
et yl-8-campholenic amide..m. p. 62°. Ethyl-8-campholemc acid: — m. p. 36°; b. p. 157° 
20 mm.). Allylcamphor yields a/lylcamphoroxime, b. p. 158° (16 mm.); : [¢Ipuo + 58° 10 
0.2521 g. in 10 per cent. alcohol); phenylurethane, m. p. 160°; from which on espaol 
vith acetyl chloride allyl-e-campnolemc mitrile results; b. p. 130° (11 mm.); 5 0.934; 
eet 28° 40" (2.1044 g. in 10 cc. alcohol). - With sodium ethoxide tie Si aeR it 
Dasses over into allyl-3-campholenic amide, m.p. 970, and allyl-6-campholeme acid, m.p. 492; 
Zs, 156° (16 mm.). Propylcamphoroxime, [@]pi:0 +- 54°50’ (0.808 g. in 10 cc. alcohol), 
1) Anmal. de Chim. 1X. 9 (1918), 189. — *) The formule of the eieiaal paper are incorrect. 
; 11 
