31701-18-5

Usage

Uses

Used in Perfumery and Fragrance Industry:
8-METHYL-2-TETRALONE is used as a key ingredient in perfumes and fragrances for its distinctive sweet, floral aroma, enhancing the complexity and appeal of scent compositions.
Used as a Flavoring Agent:
In the food and beverage industry, 8-METHYL-2-TETRALONE is utilized as a flavoring agent to impart or enhance specific taste profiles in various products.
Used in Pharmaceutical Industry:
8-METHYL-2-TETRALONE is considered for its potential role in the development of treatments for neurodegenerative diseases such as Alzheimer's. Its ability to inhibit the production of amyloid-beta peptides suggests a promising avenue for therapeutic intervention.
Used in Chemical Synthesis:
As a raw material, 8-METHYL-2-TETRALONE is employed in the synthesis of a variety of other chemicals, contributing to the production of diverse chemical compounds for multiple applications.
Used as a Solvent in Organic Synthesis:
8-METHYL-2-TETRALONE also serves as a solvent in organic synthesis processes, facilitating chemical reactions and aiding in the production of desired organic compounds.

Upstream product

• 1190847-95-0 C₁₅H₂₄O₃ 
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• 644-36-0 o-methylphenylacetic acid 
• 2825-01-6 7-methoxy-1-methylnaphthalene 
• 103040-39-7 3-(3-methylphenyl)propionyl chloride 
• 85829-29-4 3-(2-methylphenyl)propionic acid chloride 
• 90266-00-5 1-Diazo-4-(2-methylphenyl)butan-2-one 

Relevant academic research and scientific papers

Towards configurationally stable [4]helicenes: Enantioselective synthesis of 12-substituted 7,8-dihydro[4]helicene quinones

The synthesis of enantiopure C-12 methoxy- or alkyl-substituted 5,7,8,12b-tetrahydro[4]helicene quinones 16 and 17 and the 7,8-dihydroaromatic analogues 4 and 5 has been achieved from (SS)-2-(p-tolylsulfinyl)-1,4- benzoquinone. In the first series, with a structure containing both central and helical chiralities, the R absolute configuration of the stereogenic carbon atom was defined after the asymmetric cycloaddition step, whereas the P or M helicity was shown to be dependent on the nature of the C-12 substituent. The size of this group was also defining the configurational stability of the final (P)-7,8-dihydro[4]helicene quinones 4and 5. The interconversion barriers between the P and M helimers in the latter, computed with a DFT B3LYP method, matched well with the experimentally observed stability. Our study provided evidence that, in addition to steric effects, a small but significant role of electronic effects is governing the configurational stability of such helical quinones.

Regioisomerism in the synthesis of a chiral aminotetralin drug compound: Unraveling mechanistic details and diastereomer-specific in-depth NMR investigations

During chemical process development of a novel 2-aminotetralin derivative intended for use as an antidepressant, scrutiny of the byproduct present in the drug molecule revealed a set of regioisomers. Detailed studies showed that this impurity issue origin

A concise method for the synthesis of 2-tetralone by titanium tetrachloride-promoted cyclization of 4-aryl-2-hydroxybutanal diethyl acetal

4-Aryl-2-hydroxybutanal diethyl acetal, prepared from the reaction of benzyl Grignard reagent and glycidaldehyde diethyl acetal, was treated with titanium tetrachloride to give 2-tetralone in good yield. This highly efficient transformation involves tande

The Intramolecular Buchner Reaction of Aryl Diazoketones. Substituent Effects and Scope in Synthesis

Rhodium(II) acetate-catalysed cyclisation of α-diazoketones derived from 3-arylpropionic acid produces bicyclodecatrienones or 2-tetralones depending on the substitution pattern of the aryl ring in the precursor; the former products are transformed into the latter catalytically with trifluoroacetic acid.Precursors with methyl, methoxy, and acetoxy substituents have been examined, efficient cyclisation occurring in all cases.When the precursor contains a meta-methoxy substituent, 2-tetralones are obtained directly.The efficient conversion of 3-phenylpropionicacid into trans-1-methylbicyclodecan-2-one is also described, partial asymmetric synthesis having been realised through the use of rhodium (S)-mandelate as the cyclisation catalyst.Cyclisations of diazoketones derived from 4-phenylbutyric acid and 5-phenylpentanoic acid have also been studied; the former provides a new entry into the bicycloundecane system whereas the latter produces a 2,3-disubstituted cyclopentanone via C-H insertion.Aspects of the cycloheptatriene-norcaradiene equilibrium in fused ring systems are discussed.

REGIOSPECIFIC SYNTHESIS OF α-(PHENYLTHIO)CYCLOALKENONES AND OF α-PHENYL-α-(PHENYLTHIO)KETONES VIA αα-ADDITION OF PHENYLSULPHENYL CHLORIDE TO α-DIAZOKETONES

Cyclic α-diazoketones react with phenylsulphenyl chloride at room temperature to furnish α-chloro-α-(phenylthio)cycloalkanones which undergo ready dehydrochlorination to α-(phenylthio)cycloalkenones when treated with triethylamine; acyclic, terminal α-diazoketones also furnish α-chloro-α-(phenylthio)adducts which are useful electrophiles in the synthesis of α-phenyl-α-(phenylthio)ketones.