6307-31-9

Usage

Uses

Used in Fragrance Industry:
2,4-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol is used as a fragrance ingredient for its ability to enhance the depth and complexity of perfumes and personal care products. Its strong, floral, woody, and spicy scent profile makes it a valuable addition to a wide range of fragrance compositions.
Used in Flavor Manufacturing:
In the flavor industry, 2,4-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol is utilized as a flavoring agent to impart unique taste characteristics to food and beverage products, capitalizing on its distinct aromatic properties.
Used as an Industrial Solvent:
2,4-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol also serves as a solvent in various industrial applications, leveraging its solvent properties to dissolve and carry other substances in processes such as manufacturing and cleaning.

Upstream product

• 105-67-9 2,4-Xylenol 
• 78334-92-6 3-(5-methoxy-2,4-dimethylbenzoyl)propionic acid 
• 78334-93-7 4-(5-methoxy-2,4-dimethylphenyl)butanoic acid 
• 78334-94-8 8-methoxy-5,7-dimethyl-1-oxo-1,2,3,4-tetrahydronaphthalene 
• 6738-23-4 2,4-dimethylanisole 
• 78334-88-0 3,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-2(4aH)-one 
• 132858-72-1 (2,4-dimethyl-5,6,7,8-tetrahydro-[1]naphthyl)-methyl ether 
• 872797-22-3 5-hydroxy-6,8-dimethyl-3,4-dihydro-2H-naphthalen-1-one 

Relevant academic research and scientific papers

DIENONE-PHENOL REARRANGEMENTS OF BICYCLIC CYKLOHEXA-2,5-DIEN-1-ONES; KINETIC STUDIES OF THE IMPORTANCE OF A MULTISTAGE MECHANISM

Kinetic measurements allow the relative importance of pathways for dienone-phenol rearrangements of two bicyclic cyclohexadienones to be assessed.For 3,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-2(4aH)-one (1) the rearrangement rates in aqueous sulphuric acids were apportioned to three patways.For the analogous 1,4a-dimethyltetrahydronaphthalenone (2) the rates were apportioned to two patways, both of which allow the angular methyl group to migrate to sites meta to the oxygen function.The indirect path for this process, which involves three separate migration steps, is about as fast as the commonly accepted '1,2-migration' of the methyl group.Comparisons are made with the analogous 4a-methyl-, and 4a,8-dimethyl-5,6,7,8-tetrahydronaphtalenones.

Dienone-Phenol Rearrangements of Bicyclic Cyclohexa-2,5-dienones; Confirmation of a Multistage Mechanism

Two mechanisms are well established for the dienone-phenol rearrangements of bicyclic cyclohexadienones of the 4a-alkyl-5,6,7,8-tetrahydronaphthalen-2(4aH)-one type, of which the 4a-methyl compound (1) and the steroidal 1,4-dien-3-ones are examples.They involve, for (1), either a direct alkyl shift from C-4a to C-4 and deprotonation to give a 4-alkyl-5,6,7,8-tetrahydro-2-naphthol or a shift of the 4a,5-bond from C-4a to C-8a with formation of a spiran intermediate and further ring migration from C-8a to C-1 to form a 4-alkyl-5,6,7,8-tetrahydro-1-naphthol.A further mechanism, for which there was little strong evidence, involves an alkyl shift from one angular position, C-4a, to the other, C-8a, followed by further ring migrations via a spiran intermediate to give an additional route to the 4-alkyltetrahydro-2-naphthol product.The products of rearrangement of 3,4a- and 1,4a-dimethyl-5,6,7,8-tetrahydronaphthalen-2(4aH)-ones in aqueous sulphuric acid, and in acetic anhydride with sulphuric acid catalysis, have been studied critically.The use of quantitative 13C n.m.r. spectroscopy confirms the identity and ratios of products deduced using 1H n.m.r. spectroscopy and other techniques.The results show that the third, suspect, mechanism does indeed operate, and that it contributes significantly to the formation of 4-alkyltetrahydro-2-naphthol products from both dienones.