Photo credits: ScenTree SAS
Terpinolene
Terpinolene 20 ; Terpinolene 90 ; Terpinolene 95 ; Menthadiene-para ; 1-methyl-4-propan-2-ylidenecyclohexene ; Para-menth-1,4,8-diene ; Para-mentha-1,4,8-diene ; 1-methyl-4-(1-methylethylidene)-1-cyclohexene ; 1-methyl-4-isopropylidene-1-cyclohexene ; 1-methyl-4-propan-2-ylidenecyclohexene ; Nofmer TP ; 1,4,8-terpadiene ; Terpinol
Photo credits: ScenTree SAS
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General Presentation
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CAS N° : 586-62-9
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EINECS number : 209-578-0
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FEMA number : 3046
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FLAVIS number : 01.005
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JECFA number : 1331
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Appearance : Colorless liquid
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Density : 0,86
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Volatility : Head
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Price Range : €
Physico-chemical properties
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Molecular formula : C10H16
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Molecular Weight : 136,24 g/mol
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Log P : 4,9
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Fusion Point : <-20°C
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Boiling Point : 220°C
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Detection Threshold : Donnée indisponible.
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Optical rotation : Donnée indisponible
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Vapor pressure : Donnée indisponible
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Refractive Index @20°C : Donnée indisponible
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Acid Value : Donnée indisponible.
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Flash Point : 61°C
Uses
Uses in perfumery :
Terpinolene is mainly used in consumer products, especially in detergents, for lime and zesty notes, and to bring freshness and head to the fragrance. Adds a clean effect to the accord.
Year of discovery :
Data not available.
Natural availability :
Terpinolene is present in many natural raw materials. Among the most important are Cajuput EO, Blackcurrant Bud EO (the rate is very variable, up to 20%), Sweet Fennel EO and Lime EO. It can be extracted from all these raw materials.
Isomerism :
Terpinolene is the isomer of many other terpenes, including D-Limonene, alpha-Pinene and beta-Pinene and alpha-Terpinene. All are monoterpenes.
Synthesis precursor :
Terpinolene is the starting reagent for the synthesis of Terpinene-4-ol, by photooxidation, reduction of the obtained peroxide and selective hydrogenation of the intermediate alcohol then synthesized.
Synthesis route :
The majority of terpenes can be synthesized by a Diels-Alder reaction, which consists in reacting a molecule called ''diene '' and another ''dienophile ''. In the case of Terpinolene, the position of its double bond makes its synthesis difficult. In the majority of cases, this molecule is extracted from a natural material. It can still be synthesized by reacting isoprene with acrylic acid by a Diels-Alder reaction. Then, the cyclic carboxylic acid obtained is placed in a very strong alkaline medium to allow a reaction with acetone. Therefore, the obtained intermediate molecule contains an alcohol group and a close acid group, and can be esterified by reaction with sulfuryl chloride. Finally, a decarboxylation can be carried out to form the double bond linked to the molecule ring.
Regulations & IFRA
Allergens :
This ingredient does not contain any allergen.
IFRA 51th :
This ingredient is not restricted for the 51th amendment
