75833-63-5

Basic information

• Product Name: 2-iodo-1-methyl-1H-indole
• Synonyms: 2-iodo-1-methyl-1H-indole
• CAS NO: 75833-63-5
• Molecular Formula: C₉H₈IN
• Molecular Weight: 257
• Mol File: 75833-63-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 76-77 °C
• Boiling Point: 325.3±15.0 °C(Predicted)
• Appearance: /
• Density: 1.73±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-iodo-1-methyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-1-methyl-1H-indole(75833-63-5)
• EPA Substance Registry System: 2-iodo-1-methyl-1H-indole(75833-63-5)

Safety Data

• Hazardous Substances Data: 75833-63-5(Hazardous Substances Data)

Usage

General Description

2-iodo-1-methyl-1H-indole is a chemical compound with the molecular formula C9H8IN. It is an indole derivative with a methyl group and an iodine atom attached to the carbon atoms of the indole ring. 2-iodo-1-methyl-1H-indole is commonly used in organic synthesis and pharmaceutical research as an intermediate for the synthesis of other organic compounds and pharmaceuticals. It is also used as a reagent in various chemical reactions, such as Suzuki coupling and Heck reactions, due to its unique chemical structure and reactivity. Additionally, 2-iodo-1-methyl-1H-indole has been studied for its potential biological activities, including its antimicrobial and anticancer properties.

Upstream product

• 603-76-9 1-methylindole 
• 120-72-9 indole 
• 26340-49-8 2-iodo-1H-indole 
• 74-88-4 methyl iodide 

Downstream Products

• 128351-01-9 1-methyl-2-(2-phenylethynyl)-1H-indole 
• 199450-25-4 1-Benzyl-3-iodo-1'-methyl-1H,1'H-[2,2']biindolyl 
• 199450-27-6 3-Iodo-1'-methyl-1-(toluene-4-sulfonyl)-1H,1'H-[2,2']biindolyl 
• 1038998-78-5 ethyl-2-(9-methyl-2-tosyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)acetate 
• 95104-16-8 3-formyl-2-phenylethynyl-1-methylindole oxime 
• 95104-18-0 2-phenyl-9-methyl-γ-carboline N-oxide 
• 95104-17-9 1-methyl-2-(2-phenylethynyl)-1H-indole-3-carbaldehyde 
• 359014-06-5 1-methyl-2-[2-(2-nitro-phenyl)-vinyl]-1H-indole 
• 889102-86-7 (E)-1-(dimethylphenylsilanyl)-5-(2-iodo-1-methyl-1H-indol-3-yl)pent-1-en-3-ol 
• 889102-82-3 1-(cyclohex-1-enyl)-3-(2-iodo-1-methyl-1H-indol-3-yl)propan-1-ol 
• 889102-83-4 (E)-5-(2-iodo-1-methyl-1H-indol-3-yl)-1-phenyl-pent-1-en-3-ol 
• 89246-30-0 2-bromo-1-methyl-1H-indole 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 603-76-9 1-methylindole 

Relevant articles and documents

Intermolecular Desymmetrizing Gold-Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes

Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of the electron-poor aryl unit then leads to the selective formation of highly substituted naphthalenes in a single step and in complete atom economy.

ARYL RECEPTOR MODULATORS AND METHODS OF MAKING AND USING THE SAME

The present invention is generally directed towards compounds capable of binding the aryl hydrocarbon receptor and modulating its activity,methods of treating inflammatory conditions such as Crohn's disease using such compounds, and pharmaceutical compositions comprising such compounds. Also provided are methods of increasing levels of IL-22 in a subject and/or decreasing levels of IFN-γ in a subject.

σ-alkylpalladium intermediates in intramolecular Heck reactions: Isolation and catalytic activity

The isolation of σ-alkylpalladium Heck intermediates, possible when β-hydride elimination is inhibited, is a rather rare event. Performing intramolecular Heck reactions on Nallyl-2-halobenzylamines in the presence of [Pd(PPh3)4], we isolated and characterized a series of stable bridged palladacycles containing an iodine or bromine atom on the palladium atom. Indolyl substrates were also tested for isolation of the corresponding com- plexes. X-ray crystallographic analysis of one of the indolyl derivatives revealed the presence of a five-membered palladacycle with the metal center bearing a PPh3 ligand and an iodine atom in a cis position with respect to the nitrogen atom. The stability of the σ-alkylpalladium complexes is probably a consequence of the strong constraint resulting from the bridged junction that hampers the cisoid conformation essential for β-hydride elimination. Subsequently, the thus obtained bridged five-membered palladacycles were proven to be effective precatalysts in Heck reactions as well as in cross-coupling processes such as Suzuki and Stille reactions.