Ocimene
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 | |||||||
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 |
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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
- ↑ Entry on beta-ocimene at thegoodscentscompany.com, accessed on January 6, 2017.
- ↑ a b Ocimene data sheet at Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
- ↑ Data sheet 2,6-dimethyl-2,4,6-octatriene from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
- ↑ 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 .
- ↑ 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 .