90874-56-9

Basic information

• Product Name: 2,3-dihydro-2,5-diMethyl-1H-Indole
• Synonyms: 2,3-dihydro-2,5-diMethyl-1H-Indole;2,5-DiMethylindoline;2,5-Dimethyl-2,3-dihydro-1H-indole
• CAS NO: 90874-56-9
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.21692
• Mol File: 90874-56-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 35-37 °C
• Boiling Point: 126 °C(Press: 18 Torr)
• Appearance: /
• Density: 0.976±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly, Sonicated)
• PKA: 5.92±0.40(Predicted)
• CAS DataBase Reference: 2,3-dihydro-2,5-diMethyl-1H-Indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-2,5-diMethyl-1H-Indole(90874-56-9)
• EPA Substance Registry System: 2,3-dihydro-2,5-diMethyl-1H-Indole(90874-56-9)

Safety Data

• Hazardous Substances Data: 90874-56-9(Hazardous Substances Data)

Usage

General Description

2,3-dihydro-2,5-diMethyl-1H-Indole, also known as dimethylindole, is a chemical compound with the molecular formula C11H13N. It is a bicyclic aromatic compound consisting of a pyrrole and benzene ring fusion. Dimethylindole is commonly used as a starting material in the synthesis of various pharmaceutical compounds and organic synthetic intermediates. It is also a key building block in the production of dyes and pigments. The compound has a characteristic indole odor and is often utilized as a fragrance ingredient in perfumes and personal care products. Additionally, dimethylindole has been investigated for its potential pharmacological properties and biological activities.

Upstream product

• 1196-79-8 2,5-Dimethyl-1H-indole 
• 59816-83-0 2-allyl-4-methyl-phenylamine 
• 106-49-0 p-toluidine 
• 15258-46-5 N-allyl-p-toluidine 

Downstream Products

• 1234333-52-8 (+)-(R)-2,5-dimethylindoline 
• 1315000-27-1 (+)-(S)-2,5-dimethylindoline 

Relevant articles and documents

Pd/C-Catalyzed transfer hydrogenation ofN-H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source

Under the guidance of the known mechanism of the hydrogenation of indoles and transfer hydrogenation with tetrahydroxydiboron (B2(OH)4), Pd/C catalyzed transfer hydrogenation ofN-H indoles with trifluoroethanol and tetrahydroxydiborane as the hydrogen source has been developed. This provides an efficient strategy and catalytic system for the reduction of un-activatedN-H indoles, andN-H indolines are obtained with good to excellent yields. In addition, a series of the isotopic labelling experiments were carried out to probe the mechanism.

METHOD FOR PRODUCING OPTICALLY ACTIVE COMPOUND, AND NOVEL METAL-DIAMINE COMPLEX

The present invention pertains to a method for producing an optically active compound which includes a step for reducing an imino group of an imine compound or a step for reducing an unsaturated bond of a heterocyclic compound, while in the presence of hydrogen gas as a hydrogen donor and one or more types of complexes selected from a group consisting of a complex represented by general formula (1), a complex represented by general formula (2), a complex represented by general formula (3), and a complex represented by general formula (4) (the general formulas (1)-(4) are as stipulated by claim 1).

Novel strategies for the solid phase synthesis of substituted indolines and indoles

Using a polymer-bound selenenyl bromide resin, o-allyl and o-prenyl anilines were cycloaded to afford a series of solid-supported indoline and indole scaffolds. These scaffolds were then functionalized and cleaved via four distinct methods, namely traceless reduction, radical cyclization, radical rearrangement, and oxidative elimination, to afford 2-methyl indolines, polycyclic indolines, 2-methyl indoles, and 2-propenyl indolines, respectively. A number of small combinatorial libraries of compounds reminiscent of certain designed ligands of biological interest were constructed demonstrating the potential utility of the developed methodology to chemical biology studies and the drug discovery process.