16616-82-3

Basic information

• Product Name: 1-methoxy-2-phenyl-1H-indole
• Synonyms: 1H-Indole, 1-methoxy-2-phenyl-;1-Methoxy-2-phenylindole;Einecs 240-664-0;1-methoxy-2-phenyl-1H-indole
• CAS NO: 16616-82-3
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.26982
• EINECS: 240-664-0
• Mol File: 16616-82-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 378.8°C at 760 mmHg
• Flash Point: 182.9°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 6.12E-06mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 1-methoxy-2-phenyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-2-phenyl-1H-indole(16616-82-3)
• EPA Substance Registry System: 1-methoxy-2-phenyl-1H-indole(16616-82-3)

Safety Data

• Hazardous Substances Data: 16616-82-3(Hazardous Substances Data)

Usage

Derivative of Indole

It is a modified version of the indole compound, which is commonly found in plants and used in various applications.

Anti-Cancer Properties

1-methoxy-2-phenyl-1H-indole has been studied for its potential ability to inhibit cancer cell growth and proliferation.

Anti-Inflammatory Properties

The compound has been researched for its potential to reduce inflammation in the body, which can be beneficial in treating various inflammatory conditions.

Fluorescent Probe for Biological Imaging

It has been investigated as a possible tool for visualizing and studying biological processes and structures through fluorescence imaging techniques.

Component of Natural Products and Essential Oils

1-methoxy-2-phenyl-1H-indole has been identified as a constituent of some natural products and essential oils, indicating its presence in various plant-based substances.

InChI:InChI=1/C15H13NO/c1-17-16-14-10-6-5-9-13(14)11-15(16)12-7-3-2-4-8-12/h2-11H,1H3

Upstream product

• 100-42-5 styrene 
• 577-19-5 2-nitrophenyl bromide 
• 1859-39-8 2-phenyl-N-hydroxyindole 
• 74-88-4 methyl iodide 
• 4264-29-3 (E)-2-nitrostilbene 
• 54698-11-2 1-methoxyindole 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 1483-72-3 diphenyliodonium chloride 

Relevant articles and documents

Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles

tert-Butoxide unlocks new reactivity patterns embedded in nitroarenes. Exposure of nitrostilbenes to sodium tert-butoxide was found to produce N-hydroxyindoles at room temperature without an additive. Changing the counterion to potassium changed the reaction outcome to yield solely oxindoles through an unprecedented dioxygen-transfer reaction followed by a 1,2-phenyl migration. Mechanistic experiments established that these reactions proceed via radical intermediates and suggest that counterion coordination controls whether an oxindole or N-hydroxyindole product is formed.

Investigation of the reaction of N-substituted indolylborates: Palladium catalyzed cross-coupling reactions and intramolecular alkyl migration reactions

The palladium catalyzed cross-coupling reaction of indolylborates with various N-protecting groups was investigated, where N-Methyl, N-methoxy, and N-tert-butoxycarbonyl groups were found to be useful. However, triethyl(1-methoxymethylindol-2- yl)borate could not be used for this reaction. It was also found that the alkyl migration reaction of trialkyl(1- methoxymethylindol-2-yl)borate produced 2-alkyl-1-methyl-indole accompanied by the unexpected reduction of 1-methoxymethyl group to 1-methyl group.