Direct Synthesis of Linalyl Acetate from Linalool in Supercritical Carbon Dioxide: A Thermodynamic Study

Abstract

The main components of Lavender and Lavandin essential oils are linalyl acetate and linalool. An enrichment of the product in linalyl acetate is of interest, since the market value of this component is considerably higher than that of linalool. This work presents a thermodynamic study of the synthesis of linalyl acetate from linalool by a catalytic transesterification with ethyl acetate in a supercritical CO 2 medium. The study comprises the calculation of the equilibrium compositions of this reaction, and the correlation to the fluid phase equilibrium of this system, which is of interest for the determination of the maximum concentration of reagents during the reaction, and for the study of the fractionation of the reaction products. The nonideal behavior of the system is accounted for by using the Stryjek-Vera Peng-Robinson Equation of State (PRSV EoS). The results are used to select optimum conditions for an experimental study of this reaction.

Structure-activity relationships of monoterpenes and acetyl derivatives against Aedes aegypti (Diptera: Culicidae) larvae

“…The product was further purified on a column chromatograph to give linalyl acetate in 98.1% purity as a liquid. The identity of linalyl acetate was confirmed by 1 H and 13 C NMR spectral data …”

Modeling the kinetics of essential oil content and main constituents of mint ( Mentha aquatica L.) leaves during thin‐layer drying process using response surface methodology

“…Linalyl acetate increasing by rise of temperature may probably be due to the formation of new byproducts from the volatility of others (linalool) (Dorneles et al, 2019). Furthermore, it can be hypothesized that linalool conversion to linalyl acetate is one of the chemical transformations of essential oil compounds by increasing drying temperature (Martín et al, 2007). Srinivas et al (2020) observed lower myristicin, oleoresin, and volatile oil percentage of M. fragrans during drying process by sun and convective drying compared with the microwave assisted fluidized bed.…”

Heteropoly acid catalysts for the synthesis of fragrance compounds from bio-renewables: acetylation of nopol and terpenic alcohols

“…Linalool is a key building block for the synthesis of various vitamins and fragrances, in particular, linalyl acetate, which is extensively used in food applications, differently from linalool itself. 5 Nerolidol is also available from essential oils of various plants and owers, which may contain up to 50-90% of this sesquiterpenoid with a delicate sweet oral and woody odor. The use of nerolidol can be signicantly extended by its esterication.…”

“…These monoterpenic alcohols are commonly used in non-food applications, whereas linalyl acetate and geranyl acetate are particularly appreciated as food additives due to low toxicity, high stability and special avors. 5,6 Terpenic acetates can be produced by acid-catalyzed esteri-cation of alcohols with acetic acid, alkyl acetates or acetic anhydride. 4 A number of acidic catalysts, such as CoCl 2 , 7 zeolites, 8 trimethylsilyl triuoromethanesulfonate, 9 Ce(OTf) 3 (ref.…”