Synthesis of liquid menthol by hydrogenation of dementholized peppermint oil over Ni catalysts

Manuale, Débora Laura; Betti, Carolina; Marchi, Alberto J.; Yori, Juan Carlos; Romeo, E.

doi:10.1590/s0100-40422010000600002

Cited by 6 publications

(4 citation statements)

References 7 publications

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“…Menthol (mint camphor) is a covalent organic cyclic monoterpene alcohol (C 10 H 20 O: 2-Isopropyl-5-methyl-cyclohexanol) that exists in eight optically active isomers with different organoleptic properties from four stereoisomers (menthol, isomenthol, neomenthol, and neoisomenthol) in two optic forms (levogirous and dextrogirous) [ 33 ]. Menthol is a colorless or white waxy crystalline solid substance at room temperature that melts slightly above it, and was first isolated in 1771 by the Dutch botanist Gambius [ 34 ].…”

Section: Natural Sources Of Essential Oilsmentioning

confidence: 99%

Exploring the Roles of Dietary Herbal Essential Oils in Aquaculture: A Review

Dawood

Basuini

Yılmaz

et al. 2022

Animals

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The aquaculture sector is one of the main activities contributing to food security for humanity around the globe. However, aquatic animals are susceptible to several farming stressors involved in deteriorated growth performance, reduced productivity, and eventually high mortality rates. In some countries still, antibiotics and chemotherapies are comprehensively applied to control biotic stressors. Aside from the apparent benefits, the continuous usage of antibiotics develops bacterial resistance, deteriorates bacterial populations, and accumulates these compounds in the aquatic environment. Alternatively, environmentally friendly additives were used to avoid the direct and indirect impacts on the aquatic ecosystem and human health. In aquaculture, medicinal herbs and extracts are extensively used and approved for their growth-promoting, anti-inflammatory, and antioxidative properties. Herbal essential oils contain many bioactive components with powerful antibacterial, antioxidative, and immunostimulant potentials, suggesting their application for aquatic animals. Essential oils can be provided via diet and can benefit aquatic animals by improving their well-being and health status. The use of essential oils in aquafeed has been studied in a variety of aquatic animals to determine their beneficial roles and optimum doses. The outputs illustrated that herbal essential oils are exciting alternatives to antibiotics with prominent growth promotion, antioxidative, and immunostimulant roles. Herein, we reviewed the beneficial roles of essential oils in aquaculture. This review also aims to describe trends in herbal essential oils use, mainly in commercial fish species, and to analyze different factors that affect essential oils’ efficacy on the growth performance, antioxidative, and immune responses of finfish species.

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Section: Natural Sources Of Essential Oilsmentioning

confidence: 99%

Exploring the Roles of Dietary Herbal Essential Oils in Aquaculture: A Review

Dawood

Basuini

Yılmaz

et al. 2022

Animals

View full text Add to dashboard Cite

show abstract

“…Initially predominating neoisomenthol was converted to the more stable isomers in the course of the reaction. Other catalysts reportedly used for hydrogenation of menthone to menthol were osmium complexes, 150 B(C 6 F 5 ) 3 in combination with cyclodextrines, 151 Raney‐nickel, 152–156 boron‐containing frustrated Lewis pair catalysts 157 and Pt/Al 2 O 3. 158 …”

Section: Syntheses From Other Raw Materialsmentioning

confidence: 99%

Synthesis of (−)‐menthol: Industrial synthesis routes and recent development

Dylong

Hausoul

Palkovits

et al. 2022

Flavour & Fragrance J

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Abstract(−)‐Menthol is one of the most popular aroma compounds worldwide. While in the past mostly extracted from mint plants, today (−)‐menthol synthesis from other raw materials is becoming more relevant. Common starting materials for menthol synthesis are m‐cresol, citral and myrcene, but also substrates like menthone, mono‐ and bicyclic terpenes and terpenoids have been used for this purpose in the past. As for many applications (−)‐menthol of high purity is required, asymmetric syntheses and enantiomeric resolution of obtained raw products are applied for menthol production. This review gives an overview on the most important synthetic menthol production processes of the companies Symrise, Takasago and BASF and relevant literature in the field of menthol synthesis with a focus on the last 20 years.

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“…Examples of alkene hydrogenation include the reduction of α-pinene (213) to cis-pinane (214) [219], a useful intermediate in the preparation of linalool ( 10) and the aromatic reduction of catechol derivative 215, to prepare isocamphyl cyclohexanol ( 216) [220], a synthetic sandalwood equivalent. Also, the hydrogenation of ʟ-isopulgol to ʟ-menthol (ʟ-218) [221] and menthone/isomenthone 217 to menthol/isomenthol diastereomers 218 [222] are all important and commonly used transformations (Scheme 49).…”

Section: Hydrogenationmentioning

confidence: 99%

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

Gambacorta¹,

Sharley²,

Baxendale³

2021

Beilstein J. Org. Chem.

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Due to their intrinsic physical properties, which includes being able to perform as volatile liquids at room and biological temperatures, fragrance ingredients/intermediates make ideal candidates for continuous-flow manufacturing. This review highlights the potential crossover between a multibillion dollar industry and the flourishing sub-field of flow chemistry evolving within the discipline of organic synthesis. This is illustrated through selected examples of industrially important transformations specific to the fragrances and flavours industry and by highlighting the advantages of conducting these transformations by using a flow approach. This review is designed to be a compendium of techniques and apparatus already published in the chemical and engineering literature which would constitute a known solution or inspiration for commonly encountered procedures in the manufacture of fragrance and flavour chemicals.

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Synthesis of liquid menthol by hydrogenation of dementholized peppermint oil over Ni catalysts

Cited by 6 publications

References 7 publications

Exploring the Roles of Dietary Herbal Essential Oils in Aquaculture: A Review

Exploring the Roles of Dietary Herbal Essential Oils in Aquaculture: A Review

Synthesis of (−)‐menthol: Industrial synthesis routes and recent development

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

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