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Isobornyl acetate is an
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
consisting of the acetate
ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides a ...
or the
terpenoid The terpenoids, also known as isoprenoids, are a class of naturally occurring organic chemicals derived from the 5-carbon compound isoprene and its derivatives called terpenes, diterpenes, etc. While sometimes used interchangeably with "terpenes" ...
isoborneol Isoborneol is a bicyclic organic compound and a terpene derivative. The hydroxyl group in this compound is placed in an ''exo'' position. The endo diastereomer is called borneol. Being chiral, isoborneol exists as enantiomers. Preparation Isob ...
. It is a colorless liquid with a pleasant pine-like scent, and it is produced on a multi-ton scale for this purpose. The compound is prepared by reaction of
camphene Camphene is a bicyclic organic compound. It is one of the most pervasive monoterpenes. As for other terpenes, it is insoluble in water, flammable, colorless, and has a pungent smell. It is a minor constituent of many essential oils such as ...
with acetic acid in the presence of a strongly acidic catalyst such as sulfuric acid. Hydrolysis of isobornyl acetate gives
isoborneol Isoborneol is a bicyclic organic compound and a terpene derivative. The hydroxyl group in this compound is placed in an ''exo'' position. The endo diastereomer is called borneol. Being chiral, isoborneol exists as enantiomers. Preparation Isob ...
, a precursor to camphor. Like many plant exudates, isobornyl acetate appears to have
antifeedant Antifeedants are organic compounds produced by plants to inhibit attack by insects and grazing animals. These chemical compounds are typically classified as secondary metabolites in that they are not essential for the metabolism of the plant, but i ...
properties.


References

{{organic-chem-stub Acetate esters Terpenes and terpenoids