isoborneol

Isoborneol is a bicyclic monoterpenoid alcohol with the formula C10H18O. It is one of two stereoisomeric alcohols derived from camphor, the other being borneol. Both share the bornane skeleton and a secondary alcohol, but differ in the orientation of a stereocenter.

Natural occurrence and production: Isoborneol occurs in trace amounts in some essential oils. Industrially, it is produced by the reduction of camphor, which yields a mixture of borneol and isoborneol that can be separated by purification. It can also arise from related camphane derivatives. On oxidation, isoborneol yields camphor.

Properties and applications: Isoborneol is a colorless crystalline solid at room temperature, with a camphor-like odor. It is poorly soluble in water and soluble in organic solvents. In fragrance and flavor industries, it contributes to scents and flavors with camphoraceous notes. In organic synthesis, it is used as a chiral auxiliary and as an intermediate in the preparation of camphor derivatives.

Safety: Isoborneol should be handled with standard safety precautions. It can act as an irritant to skin, eyes, and the respiratory system; exposure should be minimized and proper ventilation used in handling and processing.