Terpinen-4-ol (CAS N° 562-74-3)​

Photo credits: ScenTree SAS

Herbal > Camphoric > Coniferous > Earthy > Rosy

Terpinen-4-ol

4-carvomenthenol ; 4-methyl-1-(1-methylethyl)-3-cyclohexen-1-ol ; Para-menth-1-en-4-ol ; 1-para-menthen-4-ol ; Origanol ; 1-isopropyl-4-methyl-3-cyclohexen-1-ol ; Terpinenol

Terpinen-4-ol (CAS N° 562-74-3)​

Photo credits: ScenTree SAS

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Information Générales

General Presentation

  • CAS N° :

    562-74-3
  • EINECS number :

    209-235-5
  • FEMA number :

    2248
  • FLAVIS number :

    02.072
  • JECFA number :

    439
  • Volatility :

    Head
  • Price Range :

Physico-chemical properties

Physico chemical properties

  • Appearance :

    Colorless liquid
  • Density :

    0,931
  • Refractive Index @20°C :

    Data not available.
  • Optical rotation :

    Data not available.
  • Vapor pressure :

    Data not available.
  • Flash Point :

    79°C
  • Molecular formula :

    C10H18O
  • Molecular Weight :

    154,25 g/mol
  • Log P :

    Donnée indisponible.
  • Fusion Point :

    Donnée indisponible.
  • Boiling Point :

    89°C
  • Detection Threshold :

    Donnée indisponible.
Utilisation

Chemistry & Uses

Year of discovery :

Data not available.

Natural availability :

Terpinen-4-ol is present in many essential oils, especially aromatic ones. It is found in a large quantity in Marjoram EO and in Tea Tree EO. It is present in moderate quantities in Lavender EO, Nutmeg EO and Blackcurrant Bud Absolute.

Isomerism :

Terpinen-4-ol used in perfumery, and often found in nature, is a racemic mixture of its two enantiomers, dextrorotatory and levorotatory. Both have an equivalent odor, which explains the use of the mixture of the two isomers. Terpinen-4-ol is also a positional isomer of Alpha-Terpineol, which has a more floral and less earthy odor.

Synthesis precursor :

Terpinen-4-ol can be used for the synthesis of Alpha-Terpineol. The goal of this synthesis is to shift the alcohol function of the initial molecule to its neighbouring carbon. However, this synthesis is not very common.

Synthesis route :

Terpinen-4-ol is often synthesized at a low cost as a by-product in the synthesis of Alpha-Terpineol from Terpine hydrate. The resulting molecule is not completely pure. Nevertheless, it is possible to synthesize pure Terpinen-4-ol from Terpinolene by photosensitized oxidation, followed by reduction of the intermediary peroxide, and selective hydrogenation of the intermediate alcohol formed.

Stability :

Terpenes tend to polymerize under the effect of high oxydation, and are unstable in alkaline and acidic bases.

Other comments :

Terpinen-4-ol is a monoterpene. This means, as for D-Limonene, that this molecule is composed of two isoprene units, and therefor ten carbon atoms. This category of terpenes includes many isomer.

Utilisation

Regulations & IFRA

Allergens :

This ingredient does not contain any allergen.

IFRA 51th :

This ingredient is not restricted for the 51th amendment

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