TRANSACTIONS OF SECTION B. 7S 
both hydrogen atoms in the amino-group by the same radicle. The specific rota- 
tions of the condensation products of bornylamine with aromatic aldehydes, however, 
do not exhibit marked approximation to that of the original base, although the 
compounds in question are represented by the typical formula, C,)H,,"N:X. 
8. The specific rotatory power of paranitrobenzylbornylamine approximates 
more closely to that of benzylbornylamine than does that of the ortho-derivative. 
Similarly, the specific rotations of paranitro- and parahydroxybenzylideneborny|- 
amines are less divergent from that of benzylidenebornylamine than the correspond- 
ing ortho-compounds. 
4, Bornylamine and its alkyl derivatives, although strongly dextrorotatory, 
give rise to benzoyl derivatives which are strongly levorotatory. 
5, The ethyl group increases the dextrorotation of the base in alcohol by 29:2°, 
whilst the formyl radicle, although of equal mass, converts it into a levorotation 
of 42°1°. 
6. When an alkyl group replaces a hydrogen atom of the ammonium radicle in 
the series of alkylbornylammonium iodides, the specific rotatory power of bornyl~ 
amine hydriodide, instead of undergoing increase in the positive direction, becomes 
reduced to feeble laevorotation. 
A convenient method of preparing methylbornylamine, which may perhaps find 
application in other groups ot primary amines, consists in heating benzylidene- 
bornylamine with methylic iodide, and hydrolysing the resulting methiodide, which 
is resolved into benzaldehyde and methylbornylamine hydriodide. The remaining 
derivatives employed in this investigation were prepared by known methods, 
7. New Derivatives from Camphoroxime. 
By M. O. Forster, Ph.D., D.Sc. 
With the object of preparing brominated derivatives of camphoroxime the author 
has studied the behaviour of this substance towards alkaline hypobromite. 
The compound, C,,H,,NO,Br, is obtained by the action of a concentrated 
ice-cold solution of potassium hypobromite on camphoroxime, dissolved, and in part 
suspended, in aqueous potash ; it crystallises from alcohol in snow-white fern-like 
ageregates, and melts at 220° to a colourless liquid which immediately decomposes. 
It is volatile in steam, and sublimes at the temperature of the water-bath, the 
vapour having an intensely irritating odour; benzene, ether, and petroleum dis- 
solve it with great readiness. ‘he substance is optically active, and gives Lieber- 
mann’s reaction for nitroso-derivatives; reduction with zine dust and acetic acid 
regenerates camphoroxime. 
The compound, C,,H,,NOBr, produced when the foregoing substance is dis- 
solved in concentrated sulphuric acid, crystallises from alcohol in lustrous 
transparent prisms, and sublimes in minute needles at the temperature of the 
water-bath ; it shrinks and darkens at about 210°, becoming completely charred at 
220°. This derivative is optically inactive, and does not give Liebermann’s reaction. 
Treatment with hot concentrated hydrochloric acid converts it into the zsomeride, 
which separates from alcohol in large transparent six-sided crystals, and melts at 
240°; the compound does not give Liebermann’s reaction, but yields a benzoyl 
derivative, crystallising from alcohol in lustrous scales which melt at 174-176°. 
The nitrile, C,H,,CN, obtained when either of the compounds, C,,H,,NOBr, 
is heated with an aqueous 20 per cent. solution of caustic soda, forms a limpid 
fragrant oil, which boils at 198-199° under 760 mm. pressure ; it is feebly dextro- 
rotatory, and a solution in chloroform instantly decolorises bromine. The amide, 
C,H,,,CONH,, occurs as a by-product in the formation of the nitrile, and arises 
from that substance under the influence of alcoholic potash ; it crystallises from 
light petroleum in white highly lustrous needles, and melts at 90°. The acid, 
C,H,,'COOH, prepared by heating the amide with concentrated hydrochloric acid, 
is volatile in steam, and readily sublimes in long lustrous needles, melting at 133° ; 
the cold solution in sodium carbonate instantly reduces potassium permanganate, 
