Citronellic acid nitrile

Further evidence of the difference between rhodinol and citronellol is forthcoming, in that the former yields on oxidation an aldehyde, rhodinal, whose oxime does not yield citronellic acid nitrile when treated with acetic anhydride, nor citronellic acid when the nitrile is treated with alkalis, wheras citronellal, the aldehyde of citronellol, does yield the nitrile and citronellic acid. 

Citronellic acid. See Citronellic acid Citronellic acid nitrile. See Citronellyl nitrile Citroneiioi 80-, Citroneiioi 96 FCC] Citroneiioi AJ FCC] Citroneiioi (INCI). See p-Citronellol (-)-Citronellol. See (S)-(-)-Citronellol a-Citronellol. See (-)-Rhodinol P-Citronellol... 

CAS 51566-62-2 EINECS/ELINCS 257-288-8 Synonyms Citronellic acid nitrile Citronellonitrile 3,7-Dimethyl-6-octene nitrile 6-Octenenitrile, 3,7-dimethyl-... 

Further, d-citronellal, the corresponding aldehyde, may be converted into citronellic acid through its oxime and nitrile. Citronellic acid, when treated with thionyl chloride in benzene solution, yields a chloride of a chlorinated acid which is converted by the action of alcohol into the hydrochloride of ethyl citronellate, or hydrochloride of ethyl rhodinate,... 

Acetylation.—Gitronellal may be quantitatively estimated by the ordinary acetylation process i when the aldehyde is quantitatively converted into isopulegyl acetate, which is then determined by saponification with potash in the ordinary way. Dupont and Labaume have attempted to base a method for the separation of geraniol from citronellal in citron-ella oils on the fact that the citronellal oxime formed by shaking with hydroxylamine solution at the ordinary temperature is not converted into an ester by subsequent acetylation, but into the nitrile of citronellic acid which is stable towards" alkali during the saponification process. 

CioHnN, M, 151.25, bp2 110-111 °C, df 0.845-colorless liquid with a strong, lemon-like odor. The nitrile can be prepared from citronellal oxime in the same way as geranic acid nitrile. 

---