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Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-1-tetralone is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
2-Methyl-1-tetralone serves as a key intermediate in the chemical synthesis of various organic compounds, including those with potential applications in the fields of materials science, agrochemicals, and specialty chemicals.
Used in Research and Development:
Due to its unique chemical properties and reactivity, 2-Methyl-1-tetralone is utilized in research and development for the exploration of new chemical reactions, catalysts, and synthetic methodologies. This helps in advancing the understanding of organic chemistry and the development of novel compounds with specific applications.

Synthesis Reference(s)

Journal of the American Chemical Society, 89, p. 5727, 1967 DOI: 10.1021/ja00998a055Tetrahedron Letters, 32, p. 819, 1991 DOI: 10.1016/S0040-4039(00)74896-9

InChI:InChI=1/C11H12O/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-5,8H,6-7H2,1H3/t8-/m0/s1

Upstream product

• 1949-41-3 2-methyl-4-phenylbutanoic acid 
• 54125-61-0 2-methyl-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid methyl ester 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 71-43-2 benzene 
• 55024-80-1 Toluene-4-sulfonic acid 2-methyl-1-oxo-1,2,3,4-tetrahydro-naphthalen-2-ylmethyl ester 
• 50-00-0 formaldehyd 
• 74-88-4 methyl iodide 
• 85429-56-7 Dimethyl-(2-methyl-3,4-dihydro-naphthalen-1-yl)-amine 
• 112664-09-2 6-isobutyryl-6-methyl-2,3-benzocyclohex-2-en-1-one 
• 115033-80-2 Se-phenyl 2-(3-butenyl)benzenecarboselenoate 
• 80523-81-5 2-benzoyloxymethylene-3,4-dihydro-2H-naphthalen-1-one 
• 74477-40-0 trimethyl(2-methyl-3,4-dihydronaphthalen-1-yloxy)silane 
• 7664-93-9 sulfuric acid 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 5448-23-7 1-Aethyl-2-methyl-1-tetralol 
• 7469-77-4 2-methylnaphthalen-1-ol 
• 58-27-5 menadione 
• 1590-06-3 (+/-)-<2-Methyl-2-oxo-1.2.3.4-tetrahydro-2-naphthyl>-essigsaeure 
• 120390-82-1 [2-Methyl-3,4-dihydro-2H-naphthalen-(1Z)-ylidene]-((S)-1-phenyl-ethyl)-amine 
• 78506-98-6 (+/-)-2-hydroxy-2-methyl-3,4-dihydro-2H-naphthalen-1-one 
• 7114-76-3 2-(3-oxobutyl)benzoic acid 
• 76963-19-4 2-benzyl-2-methyl-1-tetralone 
• 78685-80-0 N-(3,4-Dihydro-2-methyl-1(2H)-naphthylidene)-o-aminophenol 
• 94540-42-8 (±)-2-methyl-2-phenyl-3,4-dihydronaphthalin-1(2H)-one 
• 812639-15-9 (S)-2-allyl-2-methyl-3,4-dihydronaphthalen-1(2H)-one 
• 812639-15-9 (R)-2-allyl-2-methyl-3,4-dihydronaphthalen-1(2H)-one 

Relevant academic research and scientific papers

Amine-catalyzed decarboxylative aldol reaction of β-ketocarboxylic acids with trifluoropyruvates

Decarboxylative aldol reaction of aliphatic carboxylic acids is a useful method for C–C bond formation because carboxylic acids are an easily available class of compounds. In this study, we found that the decarboxylative aldol reaction of tertiary β-ketocarboxylic acids and trifluoropyruvates proceeded smoothly to yield the corresponding aldol products in high yields and with high diastereoselectivity in the presence of a tertiary amine catalyst. In this reaction, we efficiently constructed a quaternary carbon center and an adjacent trifluoromethylated carbon center. This protocol was also extended to an enantioselective reaction with a chiral amine catalyst, and the desired product was obtained with up to 73% enantioselectivity.

On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen

The formation of 2-methyl-1-tetralone from the metal-free and base-free decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid involves 2-methyl-3,4-dihydro-1-naphthol as an intermediate. The reaction of this enol with atmospheric oxygen leads to 2-hyd

Probing the regioselective C-deuteriation of lithium enolates derived from 2-methyl-tetralone in the presence of substituted tertiary amines

Results are reported on the regioselective C-deuteriation of 2-methyl-tetralone using a series of D-sources and tertiary amines as potential mediators. The results presented further aid the understanding of kinetic deuteriation of both 'base-containing' and 'base-free' enolates. Copyright

A chiral 1,4-oxazin-2-one: Asymmetric synthesis versus resolution, structure, conformation and VCD absolute configuration

1,4-Oxazin-2-one 3 is obtained from 2-pinanone in 4 steps and 78% overall yield. Enantiopure (e.e. >99%) (R)-(+)-3 and (S)-(-)-3 were obtained through chiral supercritical fluid chromatography (using a semi preparative Chiralpak AS column) with almost quantitative recovery of material. The structure and the boat-conformation of the lactone ring have been determined by NMR and the absolute configuration determined by VCD.

Novel Synthesis of Vinyl Ethers induced by Carbon-Halogen Bond Homolysis

Cleavage of 2-aryl-3-α-halogenoalkyloxiranes, brought about by tributylstannyl radicals, leads to products resulting from carbon-carbon bond cleavage.

PHOTOREARRANGEMENT OF SPIRO-OXAZIRIDINES - APPLICATIONS IN THE SYNTHESES OF HEXAHYDRO-5H-PYRROLO-BENZAZEPIN-5-ONES AND A TETRAHYDRO-1H,5H-PYRROLOISOQUINOLIN-5-ONE

Regiospecific photorearrangements of spiro-oxaziridines derived from 2-methylindan-1-one, 2-methyltetral-1-one and 1-methyltetral-2-one afforded the title componds.

The synthesis and characterization of 2-trideuteriomethyl and 2,2-di(trideuteriomethyl) aryl ketones

Results are reported on the synthesis and characterization of a variety of trideuteriomethyl aryl ketones. Copyright

Electrochemical reduction of a racemic allyl β-keto ester catalyzed by nickel complexes: Asymmetric induction

The nickel-catalyzed electroreductive cleavage of the allyl group of allyl 2-methyl-1-tetralone-2-carboxylate and allyl transfer to the carbonyl group has been examined. The control of the reaction conditions allowed us to orientate the selectivity. The use of chiral ligands led to modest asymmetric induction in the formation of 2-methyl-1-tetralone. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Electron transfer promoted regioselective ring-opening reaction of cyclopropyl silyl ethers

Oxidative ring-opening reactions of cyclopropyl silyl ethers incorporated into bicyclo[m.1.0]alkane framework were investigated. The results show that the regioselectivities for ring-opening of intermediate radical cations, formed by single electron transfer, are governed by the nature of the nucleophile as well as oxidizing species.

Investigations into the regioselective C-deuteriation of enolates derived from 2-methyl tetralone using piperidine-d11

Results are reported on the regioselective C-deuteriation of 2-methyl tetralone using piperidine-d11 as a deuterium source. The results presented further aid: the understanding of kinetic deuteriation of amine-enolate complexes. Copyright