Farnezenes is a group of six organic substances belonging to the class of sesquiterpene hydrocarbons . α-Farneseene (3,7,11-trimethyl-1,3,6,10-dodecatetraene) and β-farneseene (7,11-dimethyl-3-methylene-1,6,10-dodecathetraene) differ in the position of one double bond .
| Farnesena | |
|---|---|
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| Are common | |
| Systematic name | α: 3,7,11-trimethyl-1,3,6,10-dodecatetraene β: 7,11-dimethyl-3-methylene-1,6,10-dodecatatetraene |
| Traditional names | Farnesen |
| Chem. formula | C 15 H 24 |
| Physical properties | |
| Molar mass | 204.36 g / mol |
| Thermal properties | |
| T. Kip. | α- (E, Z): 125 ° C (12 mm. Hg. Art.) β- (E): 124 ° C β- (Z): 95-107 ° C (3 mm. Hg. Art.) ° C |
| Classification | |
| Reg. CAS number | (E, E) -α-farnesen: 502-61-4 |
| Pubchem | |
| Reg. EINECS number | |
| SMILES | |
| Inchi | |
| CHEBI | |
| Chemspider | |
| Security | |
| LD 50 | 1.5 g / kg rat (orally) > 5 g / kg rabbits (percutaneously) |
Content
Properties
(E, E) -α-Farneseene is found in the peel of an apple , giving off the smell of green apple and some other fruits. (Z, E) -α-Farneseene is contained in a number of essential oils - orange , pink , ylang-ylang .
The alpha form can exist as four stereoisomers of two internal double bonds:
| (E, E) -α-farnesen | (Z, E) -α-farnesen | (E, Z) -α-farnesen | (Z, Z) -α-farnesen |
The beta form can exist as two stereoisomers of a central double bond:
| (E) -β-farnesen | (Z) -β-farnesen |
Being in nature
It is found in small amounts in some essential oils , often with anethole .
Getting
It can be obtained by the dehydration of nerolidol with various acidic catalysts :
| catalysts | ||
Application
Applied as a component of perfume compositions and various fragrances of household chemicals.