(-)-Borneol (CAS N° 464-45-9 / 507-70-0)​

Photo credits: ScenTree SAS

Herbal > Camphoric > Coniferous > Agrestic

(-)-Borneol

Bornanol ; (1S,4R,6R)-1,7,7-trimethylbicyclo[2.2.1]heptan-6-ol ; Camphanol ; Camphol ; Hydroxybornane ; 1,7,7-trimetyl bicyclo(2.2.1)heptan-2-ol

(-)-Borneol (CAS N° 464-45-9 / 507-70-0)​

Photo credits: ScenTree SAS

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Information Générales

General Presentation

  • CAS N° : 464-45-9 / 507-70-0

  • EINECS number : 207-353-1

  • FEMA number : 2157

  • FLAVIS number : 02.016

  • JECFA number : 1385

  • Appearance : White solid

  • Density : 0,986

  • Volatility : Head

  • Price Range : €€

Physico-chemical properties

  • Molecular formula : C10H18O

  • Molecular Weight : 154,25 g/mol

  • Log P : Donnée indisponible.

  • Fusion Point : 207°C

  • Boiling Point : 210°C

  • Detection Threshold : 140 ppb

  • Optical rotation : Donnée indisponible

  • Vapor pressure : Donnée indisponible

  • Refractive Index @20°C : Donnée indisponible

  • Acid Value : Donnée indisponible.

  • Flash Point : 66°C

Utilisation

Uses

Uses in perfumery :

Borneol is used in lavender reproductions, in terpenic and coniferous notes to bring a top note and a cold effect starting from the top.

Year of discovery :

Data not available.

Natural availability :

Borneol is present in several natural compounds, including Lavender EO, Pinaceae essential oils and Lemongrass EO among others. The synthesis of this compound is preferred to its extraction, as it is not present in sufficient quantities in the essential oils.

Isomerism :

The molecule called Borneol is actually the laevorotatory isomer of this molecule. The dextrorotatory isomer is called Isoborneol. The smell of Isoborneol is more balsamic than Borneol. These molecules are used in perfumes for the same reasons. In addition, Borneol is a constitutional isomer of another terpene called Terpineol which smell is much more rosy and etheric, reminiscent of solvents.

Synthesis precursor :

An oxidation of Borneol allows to obtain Camphor. From this Camphor, Camphene is obtained by dehydrating it with an acid treatment. Finally, Borneol can be esterified into several esters, to form Bornyl acetate, for example. Although, bornyl esters are prepared differently on an industrial scale.

Synthesis route :

The synthesis of Borneol is made from beta-Pinene, by a Wagner-Meerwein rearrangement, putting pinene in contact with acetic acid. The latter forms an acetate which is derived. Then, an alkaline hydrolysis takes place with this compound using potash, to replace this acid group with an alcohol group, in order to form the final Borneol (in parallel, the potassium acetate that has formed is removed).

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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