COSMO‐RS as an effective tool for predicting the physicochemical properties of fragrance raw materials

• Published in: Flavour and fragrance journal Vol. 37; no. 2; pp. 106 - 120
• Main Authors: Dupeux, Tristan, Gaudin, Théophile, Marteau‐Roussy, Clémentine, Aubry, Jean‐Marie, Nardello‐Rataj, Véronique
• Format: Journal Article
• Language: English
• Published: Chichester Wiley Subscription Services, Inc 01.03.2022; Wiley
• Series: Flavour and Fragrance Journal
• Subjects: Boiling points; Chemical partition; Chemical Sciences; Conductors; Continuum modeling; COSMO‐RS; Electrostatic properties; Electrostatics; fragrance; Fragrances; Henrys law; modelling; Octanol-water partition coefficients; Organic chemistry; Organic compounds; Physicochemical properties; polarity; Quantum chemistry; Raw materials; solubility; Statistical analysis; Statistical thermodynamics; Vapor pressure; Vapors; volatility; fragrance; solubility; COSMO-RS; volatility; modelling; polarity
• ISSN: 0882-5734; 1099-1026
• DOI: 10.1002/ffj.3690

A predictive tool called COSMO‐RS, Conductor‐Like Screening Model for Real Solvents, based on quantum chemistry, dielectric continuum models, electrostatics surface interactions, and statistical thermodynamics, has been used to predict five key physicochemical properties of raw materials used in perfumery industries. The prediction of boiling point (BP), octanol‐water partition coefficient (log P), vapor pressure (VP), water solubility (WS), and Henry's law constant (HLC) of fragrance molecules has been validated with a reference data set of 166 organic compounds. Knowing these properties for a fragrance molecule is essential and being able to predict them precisely can be particularly useful in the development of new molecules or in the replacement of controversial molecules regarding safety issues without compromising the overall hedonic accord. Finally, mapping the vapor pressure versus the Henry's law constant and the octanol‐water partition coefficient consistently predicts the note class of the molecules useful for release comparison of captives. In the present study, the prediction of the physicochemical properties of perfume raw materials using COSMO‐RS method was validated. Using these physicochemical properties allows predicting the class note of the perfume raw materials. The performance of Lilial substitutes was therefore discussed.