Skatole (CAS N° 83-34-1)​

Photo credits: ScenTree SAS

Animalic > Feacal

Skatole

3-Methyl Indole ; 3-methyl-1H-indole ; 3-methyl-4,5-benzopyrrole ; 3-methylindole ; Scatol

Skatole (CAS N° 83-34-1)​

Photo credits: ScenTree SAS

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Information Générales

General Presentation

  • CAS N° : 83-34-1

  • EINECS number : 201-471-7

  • FEMA number : 3019

  • Density : Donnée indisponible.

  • Optical rotation : Donnée indisponible

  • Allergens : This ingredient does not contain any allergen.

  • Refractive Index @20°C : Donnée indisponible

  • Volatility : Base

  • Price Range : €€€€

  • Appearance : White solid

  • FLAVIS number : 14.004

  • JECFA number : 1304

Information on synthetic ingredients

  • Acid Value : Donnée indisponible

  • Boiling Point : 266°C (à 255 mmHg)

  • Detection Threshold : 0,2 ppb (0,00000002%)

  • Molecular formula : C9H9N

  • Log P : 2,60

  • Molecular Weight : 131,17 g/mol

  • Fusion Point : 96°C

  • Flash Point : 132°C

  • Vapor pressure : Donnée indisponible

Utilisation

Uses

Other comments :

Skatole is more powerful and greedy than Indole but less floral.

Stability :

This compound is well known for synthesizing Schiff bases by reacting espacially with aldehydes. These compounds can have an olfactive interest but are still a source of coloration in perfume concentrates and perfumes besides others. This is why this raw material is used is small quantities.

Uses in perfumery :

Skatole is used in small quantities in leather, woody notes, but less in floral notes than Indole. Brings an animalic facet to all types of accords.

Year of discovery :

1880

Isomerism :

Skatole does not have isomer used in perfumery.

Synthesis precursor :

Skatole is not a precursor to the synthesis of another compound of olfactory interest.

Natural availability :

Skatole is found naturally in some cheeses, among others, but is very little extracted for its use in perfumery. Synthetic skatole is the most used.

Synthesis route :

Skatole is part of the same family of molecules as Indole: the pyroles. These molecules can be synthesized in several ways. In the case of Skatole, a Fischer synthesis is adapted. This reaction consists in reacting phenylhydrazine with propanal, catalysed by a strong acid. Many other synthetic routes exist for this compound, such as the synthesis of Bischler-Möhlau, the Reissert or the Madelung synthesis among others.

Utilisation

Regulations & IFRA

This ingredient is not restricted

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