157427-49-1

Basic information

• Product Name: 1-methyl-2-o-tolyl-1H-indole
• Synonyms: 1-methyl-2-o-tolyl-1H-indole
• CAS NO: 157427-49-1
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221
• Mol File: 157427-49-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 89.0-90.2 °C
• Boiling Point: 374.8±11.0 °C(Predicted)
• Appearance: /
• Density: 1.03±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1-methyl-2-o-tolyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-2-o-tolyl-1H-indole(157427-49-1)
• EPA Substance Registry System: 1-methyl-2-o-tolyl-1H-indole(157427-49-1)

Safety Data

• Hazardous Substances Data: 157427-49-1(Hazardous Substances Data)

Usage

Derivative of indole

Heterocyclic aromatic organic compound
1-methyl-2-o-tolyl-1H-indole is derived from indole, which is a heterocyclic (含有 heteroatoms) aromatic organic compound.

Methyl group attachment

1-position
A methyl group (a carbon atom bonded to three hydrogen atoms) is attached to the 1-position (the first position in the molecular structure) of the compound.

o-Tolyl group attachment

2-position
An o-tolyl group (a methyl group attached to an ortho-positioned phenyl ring) is attached to the 2-position (the second position in the molecular structure) of the compound.

Potential applications

Organic synthesis and medicinal chemistry
1-methyl-2-o-tolyl-1H-indole has been studied for its potential applications in the fields of organic synthesis and medicinal chemistry due to its various biological activities.

Biological activities

Anti-inflammatory, analgesic, and anticancer properties
The compound has been found to exhibit several biological activities, such as reducing inflammation, relieving pain (analgesic), and inhibiting cancer cell growth (anticancer).

Fluorescent probe

Biological imaging
1-methyl-2-o-tolyl-1H-indole has been investigated for its potential use as a fluorescent probe, which can be utilized in biological imaging techniques to visualize cellular processes and structures.

Organic electronic devices

Component usage
The compound has also been studied for its potential application as a component in organic electronic devices, which are devices that use organic materials as their primary components.

Upstream product

• 603-76-9 1-methylindole 
• 16419-60-6 2-Methylphenylboronic acid 
• 90563-58-9 1-methyl-1H-indol-2-ol 
• 6699-93-0 (2-methylphenyl)lithium 
• 120-72-9 indole 
• 95-53-4 o-toluidine 
• 36719-44-5 3,3-diethyl-1-(o-tolyl)triaz-1-ene 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 577-16-2 2-Methylacetophenone 
• 95-46-5 2-methylphenyl bromide 
• 615-37-2 ortho-methylphenyl iodide 

Downstream Products

• 1242759-06-3 3-bromo-1-methyl-2-o-tolyl-1H-indole 
• 1392423-09-4 1-methyl-6-phenyl-11H-benzo[a]carbazole 

Relevant articles and documents

Room temperature palladium-catalyzed 2-arylation of indoles

This communication describes the rational development of a PdII-catalyzed method for the direct 2-arylation of indoles using [Ar-IIII-Ar]BF4. These reactions proceed under remarkably mild conditions (often at room temperature and in the presence of ambient air and moisture), and these features are believed to be the result of a PdII/IV mechanism operating in these systems. These transformations can be used to prepare functionally diverse 2-arylated indoles and pyrroles, and their potential utility has been expanded by the development of an in situ procedure for generating the iodine(III) arylating reagents. Copyright

Direct C-H bond activation: Palladium-on-carbon as a reusable heterogeneous catalyst for C-2 arylation of indoles with arylboronic acids

Direct C(sp2)-H bond functionalization of indoles with arylboronic acids is achieved using palladium supported on carbon as a reusable heterogeneous catalyst in the presence of an oxidant under mild conditions. The current protocol formed exclusive C-2 selective products without the aid of any ligand or directing group. The catalyst is reusable for up to four catalytic cycles with the retention of catalytic efficiency.

NaNO2/K2S2O8-mediated Selective Radical Nitration/Nitrosation of Indoles: Efficient Approach to 3-Nitro- and 3-Nitrosoindoles

JPZ acknowledges financial support from the National Natural Science Foundation of China (No. 21172163, 21472133), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and Key Laboratory of Organic Synthesis of Jiangsu Province (KJS1749). (Figure presented.).