7372-92-1

Usage

Uses

Used in Organic and Pharmaceutical Chemicals Production:
7-methyl-1H-indene is utilized as a key intermediate in the synthesis of organic and pharmaceutical chemicals, contributing to the development of new compounds and formulations for various applications.
Used in Industrial Material Synthesis:
7-methyl-1H-indene is employed as a vital component in the production of various industrial materials, enhancing their properties and performance.
Used in Fragrance and Flavor Manufacturing:
7-methyl-1H-indene is used as a fragrance and flavor ingredient, adding its distinct sweet, floral scent to a variety of products in the perfumery and food industries.
Used in Aromatic Compound and Perfume Creation:
Leveraging its aromatic properties, 7-methyl-1H-indene is used as a base or modifier in the creation of aromatic compounds and perfumes, enriching the olfactory profiles of these products and providing unique sensory experiences.

InChI:InChI=1/C10H10/c1-8-4-2-5-9-6-3-7-10(8)9/h2-6H,7H2,1H3

Upstream product

• 67864-03-3 4-methyl-2,3-dihydro-1H-inden-1-ol 
• 90725-40-9 3-(2-bromophenyl)propanoyl chloride 
• 66192-11-8 diethyl 2-(2-bromobenzyl)propan-1,3-dioate 
• 15115-60-3 4-bromo-2,3-dihydroinden-1-one 
• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 58380-12-4 <(2-bromophenyl)methyl>propanedicarboxylic acid 
• 22084-89-5 3-(2-methylphenyl)propanoic acid 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 16657-10-6 (±)-4-bromo-2,3-dihydro-1H-inden-1-ol 
• 24644-78-8 4-methylindanone 
• 16657-07-1 4-bromo-3H-indene 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 62882-01-3 5-methylisoquinoline 
• 824-22-6 2,3-dihydro-4-methyl-1H-indene 
• 1255922-80-5 3-methyl-2-(2-oxoethyl)benzaldehyde 

Relevant academic research and scientific papers

Synthesis and Structure of 7-Methyl-2-(4′-methyl-2′,3′-dihydro-1′H-inden-1′- yl)-1H-indene

We report research to find better conditions for the dehydration of 4-methylindan-1-ol to render 4-methylindene and 7-methyl-2-(4′-methyl-2′,3′-dihydro-1′H-inden-1′- yl)-1H-indene.

Carbocation catalysed ring closing aldehyde-olefin metathesis

A highly efficient aldehyde-olefin metathesis catalysed by the carbocation, 4-phenylphenyl-diphenylmethylium ion, has been developed. This protocol is characterized by high yields, low catalyst loading (down to 2 mol%), good functional group compatibility and mild reaction conditions.

Copper-Catalyzed Enantioselective Domino Arylation/Semipinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts

A copper-catalyzed enantioselective arylative semipinacol rearrangement of allylic alcohols was developed. In the presence of a catalytic amount of an in situ generated chiral copper-bisoxazoline complex, reaction of allylic alcohols with diaryliodonium salts afforded spirocycloalkanones in high yields with high diastereo- and enantioselectivities. A two-point binding model engaging the carbon–carbon double bond and the proximal hydroxyl group was proposed to be responsible for the highly efficient chirality transfer.

Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodology will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behaviour studies.

Enantioselective organocatalytic iodination-initiated Wagner-Meerwein rearrangement

The present manuscript describes a high-yielding enantioselective semipinacol transposition, initiated by an electrophilic iodination event. The title transformation makes use of the anionic phase-transfer catalysis (PTC) paradigm for chirality induction. Thus, when combined appropriately, the insoluble cationic iodinating reagent S9 and the lipophilic phosphoric acid L9 act as an efficient source of chiral iodine that performs the semipinacol transposition of strained allylic alcohols A x to β-iodo spiroketones Bx in good yields and with high levels of diastereo- and enantio-induction. The product β-iodo spiroketones could be derivatized stereospecifically and without stereoerosion, giving rise to products inaccessible directly from a semipinacol rearrangement.

A facile method for synthesis of polysubstituted naphthalene derivatives through pyrrolidine catalyzed domino reaction

A novel synthetic method for polysubstituted naphthalene derivatives via a pyrrolidine-mediated cascade Michael/Henry reaction was developed, in which easily prepared 2-(2-oxoethyl)benzaldehydes and nitroalkenes were employed as the starting materials. The reaction consists of four consecutive reactions that include a cascade Michael/Henry reaction, a dehydration reaction, and an aromatization reaction in one pot to afford synthetically important naphthalene derivatives with moderate yields.

Synthesis of new chiral auxiliaries for 6π-azaelectrocyclization: 4- and 7-alkyl substituted cis-1-amino-2-indanols

The synthesis of new chiral auxiliaries, 7-alkyl substituted cis-1-amino-2-indanol derivatives, was established by the Diels-Alder reaction of 1-substituted dienes with cyclopentenone followed by the asymmetric epoxidation of the resulting indene derivatives and then the Ritter reaction. These bulky cis-aminoindanol derivatives are very effective as chiral auxiliaries and nitrogen sources in the asymmetric 6π-azaelectrocyclization. The corresponding 4-alkyl derivative was also prepared using a similar method.

Process for preparing cyclopentadienyl group-containing silicon compound or cyclopentadienyl group-containing germanium compound

Disclosed is a process for preparing a cyclopentadienyl group-containing silicon compound or a cyclopentadienyl group-containing germanium compound, comprising reacting (i) a lithium, sodium or potassium salt of a cyclopentadiene derivative with (ii) a silicon halide compound or a germanium halide compound in the presence of a cyanide or a thiocyanate. The cyanide or the thiocyanate is preferably a copper salt. According to the process of the invention, a cyclopentadienyl group-containing silicon compound or a cyclopentadienyl group-containing germanium compound, which is very useful for the preparation of a metallocene complex catalyst component, can be prepared in a high yield for a short period of time.

Synthesis of Biological Markers in Fossil Fuels. 2. Synthesis and 13C NMR Studies of Substituted Indans and Tetralins

Unambiguous syntheses of all possible methyl, ethyl, n-propyl, and n-butyl derivatives of indan and tetralin were developed using the Kumada coupling procedure involving the reaction of aryl or vinyl halides with Grignard reagents in the presence of nickel(II) chloride.An analysis of the 13C NMR spectra of these compounds was also completed.