22430-64-4

Usage

Uses

Used in Organic Synthesis:
4,6-dimethyl-1H-indene is used as a reagent in the synthesis of other complex organic compounds, serving as a building block for various chemical reactions. Its unique structure with a benzene and cyclopentadiene ring, along with methyl groups, provides versatility in creating a range of organic molecules for different applications.
Used in Chemical Research:
In the field of chemical research, 4,6-dimethyl-1H-indene is employed as a model compound to study the properties and reactions of polycyclic aromatic hydrocarbons. Its structural features allow researchers to investigate the effects of methyl substitution on the reactivity and stability of the compound, contributing to a deeper understanding of organic chemistry.
Used in Pharmaceutical Industry:
4,6-dimethyl-1H-indene may be used as an intermediate in the development of pharmaceutical compounds, given its potential to be incorporated into the molecular structures of drugs. Its ability to participate in various chemical reactions makes it a valuable component in the synthesis of medicinal agents.
Used in Material Science:
In material science, 4,6-dimethyl-1H-indene could be utilized in the development of new materials with specific properties, such as polymers or other organic materials with tailored characteristics for use in various industries, including electronics, coatings, and plastics.

InChI:InChI=1/C11H12/c1-8-6-9(2)11-5-3-4-10(11)7-8/h3,5-7H,4H2,1-2H3

Upstream product

• 108-38-3 m-xylene 
• 104-15-4 toluene-4-sulfonic acid 
• 162143-85-3 6-(Chloromethyl)-6-methylfulvene 
• 769-25-5 2,4,6-trimethylstyrene 
• 22422-22-6 3-chloro-1-(2,4-dimethylphenyl)propan-1-one 
• 6682-69-5 5,7-dimethylindan-1-one 

Relevant academic research and scientific papers

Diverse Modes of Reactivity of 6-(Chloromethyl)-6-methylfulvene

The title compound exhibits a number of modes of reactivity toward nucleophiles/bases owing to the presence of several electrophilic and potentially nucleophilic sites in the molecule. We explored the reactions of 6-(chloromethyl)-6-methylfulvene with oxygen and nitrogen nucleophiles and bases as well as a carbon-based nucleophile (an enamine) and realized all possible reactivity modes predicted on the basis of electrophilic and nucleophilic positions in this compound.

Catalytic Dehydrogenative C-C Coupling by a Pincer-Ligated Iridium Complex

The pincer-iridium fragment (iPrPCP)Ir (RPCP = ?3-2,6-C6H3(CH2PR2)2) has been found to catalyze the dehydrogenative coupling of vinyl arenes to afford predominantly (E,E)-1,4-diaryl-1,3-butadienes. The eliminated hydrogen can undergo addition to another molecule of vinyl arene, resulting in an overall disproportionation reaction with 1 equiv of ethyl arene formed for each equivalent of diarylbutadiene produced. Alternatively, sacrificial hydrogen acceptors (e.g., tert-butylethylene) can be added to the solution for this purpose. Diarylbutadienes are isolated in moderate to good yields, up to ca. 90% based on the disproportionation reaction. The results of DFT calculations and experiments with substituted styrenes indicate that the coupling proceeds via double C-H addition of a styrene molecule, at β-vinyl and ortho-aryl positions, to give an iridium(III) metalloindene intermediate; this intermediate then adds a β-vinyl C-H bond of a second styrene molecule before reductively eliminating product. Several metalloindene complexes have been isolated and crystallographically characterized. In accord with the proposed mechanism, substitution at the ortho-aryl positions of the styrene precludes dehydrogenative homocoupling. In the case of 2,4,6-trimethylstyrene, dehydrogenative coupling of β-vinyl and ortho-methyl C-H bonds affords dimethylindene, demonstrating that the dehydrogenative coupling is not limited to C(sp2)-H bonds.

Process for the preparation of amorphous polymers of propylene

It is possible to prepare substantially amorphous polymers of propylene endowed with high molecular weights, operating at temperatures of industrial interest, by carrying out the polymerization reaction of propylene in the presence of metallocene catalysts comprising particular bis-indenyl or bis-4,5,6,7-tetrahydroindenyl compounds substituted in the 2-position on the indenyl or tetrahydroindenyl groups.