Pinocarveol Explained

Pinocarveol is an organic compound with the formula C10H16O. It is a bicyclic monoterpenoid, which is a combination of two isoprene units with one hydroxyl group as a substituent. It exists as either trans- or cis-pinocarveol, referring to stereochemical orientation of the oxygen as compared to the methylene bridge. It is a naturally occurring molecule in numerous plant species including Eucalyptus globulus and Picea abies.[1] Pinocarveol is found in a variety of essential oils.[2] [3]

Synthesis

Pinocarveol can be synthesized by heating a mixture of turpentine, selenium dioxide, and hydrogen peroxide. The selenium dioxide acts as a catalyst while the hydrogen peroxide oxidizes the pinene found in turpentine. The other products in the turpentine are left unreacted.[4]

Use

Pinocarveol is used as a food flavoring.[5] In the European Union it is designated Fl 02.100.[6]

Notes and References

  1. Web site: LOTUS: Natural Products Online. 2022-02-22. lotus.naturalproducts.net.
  2. Dob. T.. Dahmane. D.. Chelghoum. C.. 2006-01-01. Essential Oil Composition of Juniperus Oxycedrus. Growing in Algeria. Pharmaceutical Biology. 44. 1. 1–6. 10.1080/13880200500530922. 84516218. 1388-0209. free.
  3. Bansal. Anita. Boehme. Amelia K.. Eiter. Lauren C.. Schmidt. Jennifer M.. Setzer. William N.. Vincent. Michael A.. 2006. Chemical Composition and Bioactivity of the Leaf Oil of Calyptranthes pallens (Poir.) Griseb. from Abaco Island, Bahamas. Natural Product Communications. en. 1. 4. 1934578X0600100. 10.1177/1934578X0600100407. 132063891. 1934-578X. free.
  4. Coxon. James M.. Dansted. Erik. Hartshorn. Michael P.. 1970. trans-Pinocarveol from New Zealand turpentine. Journal of Chemical & Engineering Data. en. 15. 2. 336. 10.1021/je60045a013. 0021-9568.
  5. Web site: Pinocarveol . Evaluations of the Joint FAO/WHO Expert Committee on Food Additives .
  6. Web site: Commission Implementing Regulation (EU) No 872/2012 of 1 October 2012 adopting the list of flavouring substances provided for by Regulation (EC) No 2232/96 of the European Parliament and of the Council, introducing it in Annex I to Regulation (EC) N 1334/2008 of the European Parliament and of the Council and repealing Commission Regulation (EC) No 1565/2000 and Commission Decision 1999/217/EC – Text with EEA relevance . en . 2 October 2012.

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