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Usage

Uses

Used in Perfume and Fragrance Industry:
2,4,6-Cycloheptatrien-1-one,2-ethoxy-3-hydroxy-6-methyl-(9CI) is used as a fragrance ingredient for its distinctive fruity scent, contributing to the creation of various perfumes and other fragrance products.
Used in Food Industry:
In the food industry, 2,4,6-Cycloheptatrien-1-one,2-ethoxy-3-hydroxy-6-methyl-(9CI) is utilized as a flavoring agent to enhance the taste and aroma of different food products.
Used in Pharmaceutical Industry:
2,4,6-Cycloheptatrien-1-one,2-ethoxy-3-hydroxy-6-methyl-(9CI) is used as a chemical precursor in the synthesis of other organic compounds, which may have pharmaceutical applications. Its role in drug development is significant, as it can lead to the creation of new medicinal agents.
Despite its potential applications, 2,4,6-Cycloheptatrien-1-one,2-ethoxy-3-hydroxy-6-methyl-(9CI) has limited commercial availability and is not widely used in large-scale industrial processes.

Relevant academic research and scientific papers

A novel synthesis of 2-alkoxy-3-hydroxytropones and 2,7-dihydroxytropones from dialkoxy-8-oxabicyclo[3.2.1]oct-6-en-3-ones

Trichloro-substituted 8-oxabicyclo[3.2.1]oct-6-en-3-ones 6 and 7 are solvolysed by methanolic sodium methoxide to form the bicyclo[3.2.1] α,α-dimethoxy ketones 13 and 14, with preservation of one chloro substituent. In the case of 6a, prolonged reaction time with an excess of methanolic sodium methoxide provides a trimethoxy-substituted oxanorbornene aldehyde 19 through ring contraction. Treatment of the mixture of 13 and 14 with zinc and aqueous acetic acid affords dechlorinated α-oxo acetals 15 and 16. Starting with the [4+3] cycloadducts derived from 2-methylfuran and tetrachloroacetones (6b and 7b), the same procedure, but with use of ethanol or trifluoroethanol, results in the corresponding ethoxy- and trifluoroethoxy acetals. These compounds can be converted into the oxabicyclic compounds 15, which undergo cleavage of the ether bridge on heating with KOH in methanol, thus providing 2-alkoxy-3-hydroxytropones 20, which can be dealkylated to give the 2,7-dihydroxytropones (7-hydroxytropolones) 29. The lithium enolate generated from the α-oxo acetal 15a can be exo-alkylated with methyl iodide. Michael addition with 2-nitro-1-butene followed by a Nef reaction furnishes the bicyclic dioxo acetal 5. Treatment of 5 with basic methanol results in an epoxyazulenone derivative 26, and a hydroxytropone 20f, which is in equilibrium with the cyclic hemiacetal form 28. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.