51015-28-2

Basic information

• Product Name: 8-METHYL-1-TETRALONE
• Synonyms: 8-METHYL-1-TETRALONE;3,4-dihydro-8-methyl-1(2h)-naphthalenon;3,4-dihydro-8-methyl-1(2H)-Naphthalenone;3,4-dihydro-8-methylnaphthalen-1(2H)-one;1(2H)-Naphthaleone,3,4-dihydro-8-methyl;3,4-Dihydro-8-methylnaphthalene-1(2H)-one;8-methyl-3,4-dihydronaphthalen-1(2H)-one;8-methyl-3,4-dihydro-2H-naphthalen-1-one
• CAS NO: 51015-28-2
• Molecular Formula: C11H12O
• Molecular Weight: 160.21
• EINECS: 256-912-6
• Mol File: 51015-28-2.mol

Chemical Properties

• Boiling Point: 282.8 °C at 760 mmHg
• Flash Point: 118.7 °C
• Appearance: /
• Density: 1.074 g/cm³
• Vapor Pressure: 0.00329mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 8-METHYL-1-TETRALONE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHYL-1-TETRALONE(51015-28-2)
• EPA Substance Registry System: 8-METHYL-1-TETRALONE(51015-28-2)

Safety Data

• Hazardous Substances Data: 51015-28-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
8-Methyl-1-tetralone is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and medicinal compounds.
Used in Fragrance and Flavor Industry:
8-Methyl-1-tetralone is used as a component in the production of fragrances and flavors due to its pleasant aroma, enhancing the sensory qualities of various consumer products.
Used in Chemical Synthesis:
8-Methyl-1-tetralone is used as a chemical intermediate in the synthesis of a range of organic compounds, contributing to the creation of diverse chemical products.
Used in Research and Development:
8-Methyl-1-tetralone is utilized in research for its potential biological activities and pharmacological properties, aiding in the discovery of new applications in medicine and other fields.

InChI:InChI=1/C11H12O/c1-8-4-2-5-9-6-3-7-10(12)11(8)9/h2,4-5H,3,6-7H2,1H3

Upstream product

• 36978-50-4 5-oxo-5-(o-tolyl)pentanoic acid 
• 188656-73-7 8-hydroxymethyl-1,2,3,4-tetrahydro-naphthalen-l-ol 
• 74145-11-2 8-hydroxy-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid 
• 529-33-9 1,2,3,4-Tetrahydro-1-naphthol 
• 628731-56-6 C₁₆H₂₂O₃ 
• 22242-83-7 8-methyl-5-hydroxy-1-tetralone 
• 53863-68-6 8-methyl-5-methoxy-1-tetralone 
• 36939-44-3 8-bromo-5-methoxy-3,4-dihydro-2H-naphthalen-1-one 
• 33892-75-0 5-Methoxy-1-tetralone 
• 628731-57-7 8-(tetrahydro-pyran-2-yloxymethyl)-3,4-dihydro-2H-naphthalen-1-one 
• 4373-24-4 5-methyl-1,4-dihydro-naphthalene 
• 84328-60-9 8aβ-carbomethoxy-8-methyl-3,4,4aβ,5,8,8a-hexahydro-1(2H)-naphthalenone 
• 246162-32-3 benzoic acid 6-hydroxy-8a-methyl-1,2,3,4,6,8a-hexahydro-naphthalen-1-yl ester 
• 246162-34-5 1-methyl-5-benzoyl-5,6,7,8-tetrahydronaphthalene 

Downstream Products

• 1612867-53-4 (2Z,4E)-4-[8′-methyl-3′,4′-dihydro-1′(2′H)-naphthalen-1′-ylidene]-3-methyl-2-butenoic acid 
• 67494-17-1 (+/-)-2-<1-Hydroxy-1-methyl-ethyl>-8-methyl-3,4-dihydro-2H-naphthalin-1-on 
• 77635-17-7 8-oxo-5,6,7,8-tetrahydronaphthalene-1-carboxylic acid 

Relevant articles and documents

Synthesis of 8-methyl-1-tetralone, a potential intermediate for (±)-platyphyllide

An alternative method for the synthesis of the 8-methyl-1-tetralone from the commercially available 5-methoxy-1-tetralone has been developed. The transformation involves eight steps and affords an overall yield 25%.

Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light

An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile

A mild and practical tandem oxidative ring-opening/cyclization reaction mediated by Ce4+ for the synthesis of 1-tetralones is presented. This rapid transformation was completed within 30 s and conducted in an open reactor at 0 °C in a water-acetonitrile mixture. Various cyclobutanol derivatives are transformed into desired products in good to high yields, and this reaction can be easily scaled up to the gram scale.

Tandem Oxidative Ring-Opening/Cyclization Reaction in Seconds in Open Atmosphere for the Synthesis of 1-Tetralones in Water-Acetonitrile

A mild and practical tandem oxidative ring-opening/cyclization reaction mediated by Ce4+ for the synthesis of 1-tetralones is presented. This rapid transformation was completed within 30 s and conducted in an open reactor at 0 °C in a water-acetonitrile mixture. Various cyclobutanol derivatives are transformed into desired products in good to high yields, and this reaction can be easily scaled up to the gram scale.

4-SUBSTITUTED IMIDAZOLE-2-THIONES AND IMIDAZOL- 2-ONES AS AGONISTS OF THE ALPHA- 2B AND ALPHA-2C ADRENERGIC RECEPTORS

Compounds of Formula (I): where X is S and the variables have the meaning defined in the specification are specific or selective to alpha2B and/or alpha2C adrenergic receptors in preference over alpha2A adrenergic receptors, and as such have no or only minimal cardivascular and/or sedatory activity. These compounds of Formula (I) are useful as medicaments in mammals, including humans, for treatment of diseases and or alleviations of conditions which are responsive to treatment by agonists of alpha2B adrenergic receptors. Compounds of Formula (I) where X is O also have the advantageous property that they have no or only minimal cardivascular and/or sedatory activity and are useful for treating pain and other conditions with no or only minimal cardivascular and/or sedatory activity.

Synthesis of an intermediate for (±)-platphyllide through thionyl chloride-pyridine mediated rearrangement

The cyclohexadienyl alcohol (3) on treatment with thionyl chloride and pyridine provided the tetrahydronaphthalene (4) whose transformation to the carbomethoxy tetralone (7), a key intermediate for platphyllide (8), has been accomplished in four steps.

SCHWEFELVERBINDUNGEN DES ERDOELS XV. METHYL-5,6,7,8-TETRAHYDRODINAPHTHOTHIOPHENE UND METHYLDINAPHTHOTHIOPHENE

A one pot synthesis gives methyl-5,6,7,8-tetrahydrodinaphthothiophenes (7) from methyl-1,2,3,4-tetrahydronaphthalen-1-ones (1) by bromination and sulfurization.Tetrahydro compounds 7 have been dehydrogenated to corresponding dinaphthothiophenes 8.Proofs for the constitutions are nmr data of 7, 8 and the independent synthesis of one compound 8.A reaction mechanism with 1,4-dithiine intermediates is discussed. Key words: Alkyl-1,2,3,4-tetrahydronaphthalen-1-ones; alkyl-5,6,7,8-tetrahydrodinaphthothiophenes; alkyldinaphthothiophenes; dehydrogenation with o-chlorobenzoquinone.

An analogue of the antioestrogen tamoxifen of sufficient rigidity to exist as distinct enantiomers: Synthesis and conformtional dynamics studies

The conformationally constrained tamoxifen analogue 1-methyl-8-phenyl-9-[4-[2-(dimethylamino)ethoxy]phenyl]-6,7 dihydro-5H-benzocycloheptene has been synthesised. A key synthetic step is a novel method for introduction of a methyl group into the aromatic ring of benzosuberone by enolate oxygen directed lithiation. Conformational studies were carried out on the methoxy precursor of the above compound. Dynamic 1H NMR revealed a free energy barrier to racemisation of enantiomeric atropisomers, ΔG[ = 20 (±1) kcal mol-1. It could be separated by chromatography at -5°C on (+)-poly(triphenylmethylmethacryate) into enantiomers which racemised with t( 1/2 ) 1.8 h at -5.2°C corresponding to Δ[ = 20.9 kcal mol-1. The difficulties in designing analogues having a greater degree of conformational constraint are discussed.

Diels-Alder reactions of 2-carbomethoxy-2-cyclohexen-1-one

Under stannic chlorine catalysis, 2-carbomethoxy-2-cyclohexen-1-one (5) was found to undergo Diels-Alder reaction with a variety of dienes to give directly the cis-1-octalone system possessing a functionalized substituent at the angular position.With unsymmetrically substituted dienes, the adducts were those predicted on the basis of the normal rules (ortho and para) governing the orientation of Diels-Alder addition.In cases where differing secondary orbital overlap would affect the stereochemistry of the adducts, the major isomer in each case was that produced by secondary overlap of the diene with the ester carbonyl rather than the ketone carbonyl, presumably due in part to a steric effect.The degree of stereoselectivity was further shown to be dependent upon both the reaction temperature and the diene used, and was generally enhanced when the reaction was carried out at lower temperatures or when a bulkier diene was involved.

Castor based quaternaries

The castor based quaternaries of the instant invention are prepared by condensing a castor fatty acid with the amino protons of a diamine containing a tertiary amino group at one end to form an intermediate product and then quaternizing the intermediate product.