Ocimene

from Wikipedia, the free encyclopedia

The ocimene (stress on the third syllable: Ocim e ne ) form a group of isomeric unsaturated acyclic monoterpenes and thus belong to the hydrocarbons .

Representative

The isomeric representatives of the ocimene differ in the positioning of the double bonds in the molecule or the arrangement of the substituents on the double bonds ( cis-trans isomerism ).

Ocimene
Surname ( E ) -α-ocimen ( Z ) -β-ocimen ( E ) -β-ocimen Alloocimen
Structural formula Structure of (E) -α-ocimen Structure of (Z) -β-ocimen Structure of (E) -β-ocimen Structure of alloocimes
other names 3,7-dimethyl-1,3,7-octatriene ( Z ) -3,7-dimethyl-1,3,6-octatriene ( E ) -3,7-dimethyl-1,3,6-octatriene 2,6-dimethyl-2,4,6-octatriene
CAS number 6874-10-8 3338-55-4 3779-61-1 673-84-7
13877-91-3
PubChem 5320249 5320250 5281553 5368821
Molecular formula C 10 H 16
Molar mass 136.23 g mol −1
Physical state liquid
Brief description colorless liquid with a floral odor
boiling point
density 0.818 g / mL
GHS
labeling
no classification available
02 - Highly / extremely flammable
Caution
07 - Warning
Caution
H and P phrases see above 226 302
see above no EUH phrases no EUH phrases
see above no P-phrases no P-phrases

Occurrence

α-Ocimen was found in real lavender oil (up to 3%), β-Ocimen is found in basil oil ( Ocimum basilicum ) and up to 41% in the essential oil of marigolds (Tagetes minuta, Asteraceae).

Properties and use

The ocimenes are isomeric to myrcene and phellandrene and are often a mixture. Their smell is reminiscent of pine and citrus fruit, so they are used as fragrances.

literature

  • J. Sitnotisen, CJ Ross: The Terpenes. Cambridge University Press ( limited preview in Google Book Search), p. 19.

Individual evidence

  1. ↑ Entry on beta-ocimene at thegoodscentscompany.com, accessed on January 6, 2017.
  2. ↑ a b Ocimene data sheet at Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
  3. ↑ Data sheet 2,6-dimethyl-2,4,6-octatriene from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
  4. ↑ Yves-René Naves, Paul Tullen: Etudes sur des les matières végétales volatiles CLXIX. Sur les terpènes de l'huile essentielle de lavande. In: Helvetica Chimica Acta. 43, 1960, pp. 1619-1623, doi : 10.1002 / hlca.19600430621 .
  5. ↑ DJ De Villiers, CF Garbers, RN Laurie: Synthesis of tagetenones and their occurrence in oil of Tagetes minuta. In: Phytochemistry. 10, 1971, pp. 1359-1361, doi : 10.1016 / S0031-9422 (00) 84342-3 .