<p>The powdery scent of orris root oil adds elegance and depth to any fragrance. However, orris root oil is one of the most expensive essential oils due to a lengthy six-year production process. If compounds with the powdery scent could be supplied by chemical synthesis at a lower cost than natural products, there would be a large demand. In the course of our research into the synthesis and olfactory evaluation of irone isomers, we found that (±)-<i>β</i>-irone, a minor component of orris root oil, has an excellent powdery aroma. In this study, we report a new synthetic method for (±)-<i>β</i>-irone and the results of its olfactory evaluation. The synthesis of (±)-<i>β</i>-irone was accomplished using commercially available 3-methylcyclohexanone as the starting material. The olfactory evaluation of synthesized (±)-<i>β</i>-irone was performed. (±)-<i>β</i>-Irone has been found to have a strong, transparent, fruity green top note, a rich violet floral heart note, and a clear, powerful, and long-lasting powdery last note with a woody odor. We considered that some part of the powdery fragrance of orris root oil originates from <i>β</i>-irone, and that <i>β</i>-irone is an excellent flavoring and fragrance material that can be used as a substitute for natural orris root oil.</p>

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Synthesis and olfactory evaluation of (±)-β-irone

  • Shigekazu Yamazaki,
  • Makoto Miyazaki

摘要

The powdery scent of orris root oil adds elegance and depth to any fragrance. However, orris root oil is one of the most expensive essential oils due to a lengthy six-year production process. If compounds with the powdery scent could be supplied by chemical synthesis at a lower cost than natural products, there would be a large demand. In the course of our research into the synthesis and olfactory evaluation of irone isomers, we found that (±)-β-irone, a minor component of orris root oil, has an excellent powdery aroma. In this study, we report a new synthetic method for (±)-β-irone and the results of its olfactory evaluation. The synthesis of (±)-β-irone was accomplished using commercially available 3-methylcyclohexanone as the starting material. The olfactory evaluation of synthesized (±)-β-irone was performed. (±)-β-Irone has been found to have a strong, transparent, fruity green top note, a rich violet floral heart note, and a clear, powerful, and long-lasting powdery last note with a woody odor. We considered that some part of the powdery fragrance of orris root oil originates from β-irone, and that β-irone is an excellent flavoring and fragrance material that can be used as a substitute for natural orris root oil.