148 Report of Schimmel 8j Co. April 1913. 



Subjoined are a few of Bredt's designations, together with their synonyms: 



Bredt's nomenclature Synonym 



Camphonolic acid Hydroxylauronic acid 1 ) 



Laurololic acid Hydroxy acid of campholactone 2 ) 



Camphonololactone Jsocampholactone 3 ) 



Laurolanic acid Dihydrolauronolic acid 



Laurolactone Campholactone (Bihydrolaurolactone) 



Laurolenic acid Lauronolic acid 



Camphonenic acid /-Lauronolic acid 



Bredt's nomenclature has this advantage, that it shows at a glance to what common 

 class the compounds belong, further, that it gives due weight to the characteristic 

 ultimate syllables of the Geneva nomenclature and that in registration the compounds 

 which belong together can be placed one below the other. 



In the experimental part of his paper Bredt reports on the preparation of campho- 

 nenic acid from dehydrocamphoric acid by readily-proceeding reactions, which, at the 

 same time, left no doubt as to their constitution. From dehydrocamphoric acid he 

 obtained by dry distillation, in addition to isodehydrocamphoric anhydride, camphonenic 

 acid m. p. 155 to 156° (from acetic acid). He also obtained camphonenic acid from 

 dehydrocamphoric acid hydrobromide by boiling the neutral sodium salt of the cis- 

 trans-acid with m. p. 232° (see above) in aqueous solution in a reflux condenser, 

 thereby obtaining in the principal place a hydroxy acid and up to 10 p.c. camphonenic 

 acid, the latter being separated from the former by steam-distillation. When camphonenic 

 acid is oxidised with nitric acid or with potassium permanganate it gives rise to 

 camphoronic acid. 



Finally, Bredt, in collaboration with A. Amann 4 ), reports on a new method of 

 preparing laurolenic acid (lauronolic acid) from bromocamphonanic acid, and on the 

 resolution of camphanic acid in an electrical reflux-heater under diminished pressure. 

 When bromo-4-camphonanic acid is boiled with alkali it is partly transposed into 

 laurolenic acid (Woringer's lauronolic acid). Laurolenic acid may also be obtained by 

 heating chlorocamphoric anhydride with soda solution, in which case a mixture of 

 laurolenic acid and camphanate of sodium is formed. In conclusion the authors 

 describe the preparation of laurolenic acid by distilling camphanic acid in a reflux 

 condenser under diminished pressure in an apparatus which has been constructed on 

 the model of the vacuum-distilling apparatus with electrically-heated delivery arrange- 

 ment previously described by Bredt and van der Maaren 5 ). The calcium salt of lauro- 

 lenic acid which had been prepared by different methods was analysed, and its optical 

 rotation determined. The latter varied in the different preparations from [a] D 2so + 181,3° 

 to [«] D21 o + 195,2°. 



Dihydrocamphoceenic acid. It would be expected that when dihydro- 

 camphoceenic acid (camphenilolic acid) is oxidised with permanganate, a hydroxy 

 acid, and from the latter the corresponding lactone (dimethyl norcampholide), would be 

 formed. But from a paper by S. V. Hintikka 6 ) we gather that such is not the case, 

 but that on the contrary the camphenilolic acid is split up in a far-reaching manner, 



x ) Noyes, Americ. chem. Journ. 18 (1896), 687. — Berl. Berichte 29 (1896), 2326. — 2 ) Noyes, Journ. 

 Americ. chem. Soc. 31 (1912), 182. — 3 ) Ibidem 31 (1909), 278. — 4 ) Journ. f. prakt. Chem. II. 87 (1913), 12. — 

 5 ) Liebigs Annalen 367 (1909), 354. — 6 ) Ann. Acad. Scient. Fennicce A. III. No. 9 (1913), p. 1; Chem. Zentwalll. 

 1913, I. 625. 



