26465-81-6

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
3,3-DIMETHYL-1-INDANONE is used as a reagent for the synthesis of Indole (I577320) and Indoline (I627200) chromophores, which have potential antioxidant properties. The antioxidant properties of these chromophores make them valuable in the development of pharmaceuticals and other chemical products that require antioxidant capabilities.
Used in Tobacco Industry:
3,3-DIMETHYL-1-INDANONE is also a component of cigarette tobacco, where it contributes to the overall composition and characteristics of the tobacco blend. Its presence in the tobacco industry highlights its versatility and the wide range of applications it can be utilized in.

Synthesis Reference(s)

Journal of the American Chemical Society, 108, p. 6424, 1986 DOI: 10.1021/ja00280a070

InChI:InChI=1/C11H12O/c1-11(2)7-10(12)8-5-3-4-6-9(8)11/h3-6H,7H2,1-2H3

Upstream product

• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 25080-84-6 3-Methyl-3-phenylbutansaeure-methylester 
• 4094-64-8 3-methyl-3-phenyl-butyryl chloride 
• 15116-34-4 2,2-dimethyl-4-oxo-4-phenylbutanoic acid 
• 98-88-4 benzoyl chloride 
• 115-11-7 isobutene 
• 71-43-2 benzene 
• 541-47-9 3-Methylbutenoic acid 
• 22084-89-5 3-(2-methylphenyl)propanoic acid 
• 4912-92-9 1,1-dimethylindan 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 5650-07-7 3-methyl-1-phenyl-but-2-en-1-one 
• 928828-70-0 2-(4,4-difluoro-2-methylbut-3-en-2-yl)phenyl trifluoromethanesulfonate 

Downstream Products

• 91496-72-9 2-(2-acetylphenyl)-2,2-dimethylacetic acid 
• 10271-33-7 2-(2-benzoyl-phenyl)-2-methyl-propionic acid 
• 26465-83-8 1,1-dimethyl-3-phenyl-1H-indene 
• 38393-92-9 2,3-dihydro-3,3-dimethyl-1H-inden-1-ol 
• 31489-88-0 1-Benzyl-3,3-dimethylindan 
• 55953-72-5 2-benzylidene-3,3-dimethyl-2,3-dihydro-1H-inden-1-one 
• 17426-57-2 2-(p-Methoxy-benzyl)-3,3-dimethyl-1-indanon 
• 172608-30-9 (3aS,8bR)-4,4-Dimethyl-3-((R)-2-methyl-3-phenyl-propionyl)-3,3a,4,8b-tetrahydro-indeno[2,1-d]oxazol-2-one 
• 1133-54-6 6-methoxy-3,3-dimethylindan-1-one 
• 166978-00-3 6-hydroxy-3,3-dimethyl-2,3-dihydro-1H-inden-1-one 
• 806597-39-7 2-Dimethylaminomethyl-3,3-dimethyl-indan-1-ol 
• 96415-48-4 1,1-Dimethyl-2-benzyliden-3-diphenylmethylen-indan 
• 104099-69-6 11,11-Dimethyl-5,10-diphenyl-11H-benzofluoren 
• 67159-84-6 6-bromo-2,3-dihydro-3,3-dimethyl-1H-inden-1-one 

Relevant academic research and scientific papers

BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME

The present disclosure relates to novel photoluminescent complex comprising a BODIPY moiety covalently bonded to a blue light absorbing moiety, and a color conversion film, a back-light unit using the same.

One-pot multicomponent synthesis and antimicrobial evaluation of novel tricyclic indenopyrimidine-2-amines

The synthesis of novel tricyclic indenopyrimidine-2-amines from 3,3-dimethyl-/3-methyl-2H-indanones has achieved by base-catalyzed one-pot three-component reaction. The desired products are formed within 10 hours after addition at reflux temperature. This

NHC Ligand-Enabled, Palladium-Catalyzed Non-Directed C(sp3)-H Carbonylation to Access Indanone Cores

A palladium-catalyzed C(sp3)-H carbonylation of alkylated aryl triflates or bromides under 1 atm of CO has been developed, in which no directing group or oxidant was required. The essence of this reaction is the combination of appropriate NHC l

Schmidt reaction on substituted 1-indanones / N-alkylation: Synthesis of benzofused six-membered ring lactams and their evaluation as antimicrobial agents

Background: The presence of bicyclic lactams is reflected in various pharmaceuticals, natural products, agrochemicals and active components of various dyes. Nowadays, to see the increasing rate of antimicrobial resistance and high incidence of microbial infections, there is a strong need to develop novel antimicrobial agents. In this study, we synthesized some benzofused six membered ring lactams and their alkyl derivatives as a trial to obtain valuable precursors for the discovery of future an-timicrobial drugs. Methods: The substituted lactams 3,4-dihydro-2(1H)-quinolinones 3a-c and 3,4-dihydro-1(2H)-isoquinolinones 4a-c were synthesized by Schmidt reaction on indanones 2a-c which were obtained by Friedel-Crafts reaction on β-substituted α,β-unsaturated carboxylic acids 1a-c. Lactams 6 and 7 were obtained by N-alkylation on benzofused lactams 3a-c and 4a-c in good to excellent yields. Structures of all products were well characterized by the rigorous analysis of their IR,1H NMR,13C NMR, MS and elemental analysis. The in vitro antimicrobial activities of all the synthesized compounds 6 and 7 were determined against Gram-positive, Gram-negative bacteria and the fungal species Candida albi-cans using broth macrodilution method. Results: The Schmidt reaction of 3-methylindanone, 3-phenylindanone and 3,3-dimethylindanone using methane sulphonic acid was found to behave differently with respect to isolated yield as well as isomeric ratio of both lactams. Bacterial growth inhibition was observed with bicyclic lactam derivatives although their MIC values were higher than ampicillin. The significant inhibitory effects were shown by majority of compounds with MIC values 125-250 μg/ml. Antifungal activity of bicyclic lactam derivatives was observed against C. albicans. However, MICs values of all tested compounds were higher compared to standard antifungal agent miconazole. Conclusion: The four Schmidt experimental conditions were tried with the aim of achieving both 6-membered ring lactams in equal ratio and NaN3/MeSO3H was identified to fulfill our purpose. As evident by structure-activity relationship, the tested compounds have not resulted in superior antibacterial or anti-fungal compounds compared to standard antimicrobials. Hence, there is still a need to carry out further modifications in bicyclic lactams structure in order to more efficacious antimicrobial lead molecules.

Synthesis of β,β-disubstituted indanones via the Pd-catalyzed tandem conjugate addition/cyclization reaction of arylboronic acids with α,β-unsaturated esters

Under Pd catalysis with a newly synthesized electron-deficient heterocycle, 2-(4,5-dihydroimidazol-2-yl)- pyrimidine (as the ligand), the reaction of α,β-unsaturated esters with arylboronic acids afforded a wide range of 3,3-disubstituted indan-1-ones bearing a quaternary carbon in high yields. Mechanistic studies revealed that the reaction involves a tandem conjugate addition/1,4-Pd shift followed by a cyclization.

Sodium Bromide-Catalyzed Oxidation of Secondary Benzylic Alcohols Using Aqueous Hydrogen Peroxide as Terminal Oxidant

A halide salt, hydroperoxide and AcOH catalyst system was applied to the oxidation of secondary benzylic alcohols. This simple system can be applied to a variety of secondary benzylic alcohols and scaled up for gram-scale preparation. High secondary benzylic alcohol selectivity of the present method is demonstrated in hydroxyketone synthesis. Based on several experimental results, a catalytic cycle for our oxidation is proposed.

Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene

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INDOLE-BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

The present invention relates to an indole-based compound and an organic light emitting device using the same. The indole-based compound is represented by Chemical formula 1.COPYRIGHT KIPO 2015

An organoelectro luminescent compounds and organoelectro luminescent device using the same

The present invention relates to an organic luminescent compound represented by chemical formula 1 and an organic electroluminescent element comprising the same. An organic electroluminescent element using an organic luminescent compound according to the present invention can be driven at a lower voltage than an existing element using a phosphorescent host material and has high power efficiency.COPYRIGHT KIPO 2016

A rhodium(I)-catalysed formal intramolecular C-C/C-H bond metathesis

Phenylcyclobutanes underwent skeletal reorganisation in the presence of Wilkinson's catalyst to afford indanes through a cascade process involving chelation-assisted C-C bond cleavage and intramolecular C-H bond cleavage.