OTBCHA e PTBCHA nel mondo delle fragranze

Utilizzo, consigli e metodi di produzione

OTBCHA e PTBCHA nel mondo delle fragranze

Utilizzo, consigli e metodi di produzione

o-tert-butylcyclohexyl acetate (OTBCHA) and p-tert-butylcyclohexyl acetate  (PTBCHA) are very important low-priced ingredients widely used in the fragrance industry, particularly for beauty care, hair care, laundry products and for fragrances. Both these two compounds do not occur in nature.

OTBCHA has a fresh, fruity, apple odour with fresh woody notes. It blends very well with Florals, Woody and Fruity scents. It is characterized by an excellent stability. Commercial names are Verdox (IFF) and Agrumex (Symrise).

PTBCHA has a fruity, warm sweet, woody character. Commercial names are Vertenex (IFF) and Lorysia (Firmenich). 

Other major producers are based in India (at least 3) and in China (at least 2).

Both are produced starting from Phenol. The most common method to produce Phenol is the cumene process. Cumene is first made from benzene and propene, then oxidized to Cumene Hydroperoxide and finally catalytically decomposed to Phenol and the by-product Acetone. An alternative method to produce Phenol is the oxidation of Toluene to Benzoic acid and then to Phenol. This method is more energy intensive.

A mixture of tert-butylphenol is produced by adding isobutylene to Phenol. This mixture is then separated and further hydrogenated to ortho- and para-tert-butylcyclohexanols. OTBCHA and PTBCHA are obtained after the final esterification of tertbutylcylcohexanols with acetic acid.

Both PTBCHA and OTBCHA exist in 2 isomers, cis and trans. 

  • Common PTBCHA is usually constituted by 28-32% of cis-isomer and the rest of trans-isomer
  • Common OTBCHA by at least 80% of cis-isomer.

High cis-OTBCHA ( > 90% cis, odour less woody-camphory)  and high cis-PTBCHA ( > 90% Cis, odour more intense and floral, less woody) are available on the market at a much higher price since the separation of the isomers is very expensive.    

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